Home Cart 0 Sign in  

[ CAS No. 26260-02-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 26260-02-6
Chemical Structure| 26260-02-6
Structure of 26260-02-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 26260-02-6 ]

Related Doc. of [ 26260-02-6 ]

Alternatived Products of [ 26260-02-6 ]

Product Details of [ 26260-02-6 ]

CAS No. :26260-02-6 MDL No. :MFCD00039570
Formula : C7H5IO Boiling Point : -
Linear Structure Formula :- InChI Key :WWKKTHALZAYYAI-UHFFFAOYSA-N
M.W :232.02 Pubchem ID :643439
Synonyms :

Calculated chemistry of [ 26260-02-6 ]

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 44.55
TPSA : 17.07 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.9 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.71
Log Po/w (XLOGP3) : 2.55
Log Po/w (WLOGP) : 2.1
Log Po/w (MLOGP) : 2.37
Log Po/w (SILICOS-IT) : 2.97
Consensus Log Po/w : 2.34

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.31
Solubility : 0.113 mg/ml ; 0.000487 mol/l
Class : Soluble
Log S (Ali) : -2.56
Solubility : 0.645 mg/ml ; 0.00278 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.3
Solubility : 0.115 mg/ml ; 0.000498 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.51

Safety of [ 26260-02-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 26260-02-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 26260-02-6 ]
  • Downstream synthetic route of [ 26260-02-6 ]

[ 26260-02-6 ] Synthesis Path-Upstream   1~46

  • 1
  • [ 1120-90-7 ]
  • [ 26260-02-6 ]
  • [ 176690-44-1 ]
Reference: [1] Synlett, 2005, # 2, p. 267 - 270
  • 2
  • [ 35356-70-8 ]
  • [ 26260-02-6 ]
  • [ 27104-73-0 ]
Reference: [1] Tetrahedron Letters, 2002, vol. 43, # 29, p. 5079 - 5081
  • 3
  • [ 26260-02-6 ]
  • [ 4387-36-4 ]
YieldReaction ConditionsOperation in experiment
68% With trimethylsilylazide; copper(ll) bromide In acetonitrile at 80℃; for 3 h; Sealed tube Was added 2-iodo-benzaldehyde (1.0 mmol) in a round bottom flask, acetonitrile (2ml), trimethylsilyl azide (3.0mmol), stirred for 1-2 min at 80 deg.] C in a heating block, then added CuBr2(2.0mmol), and then the system was sealed and heated at 80 , 3 hours, and extracted with ethyl acetate, after completion of the reaction, was concentrated by a simple column chromatography (eluent petroleum ether (60 ~ 90 ) and a mixed solvent of ethyl acetate) to give the product 2-iodo-benzonitrile, 68percent yield.
Reference: [1] Patent: CN105330565, 2016, A, . Location in patent: Paragraph 0157; 0158; 0159; 0160
  • 4
  • [ 40138-16-7 ]
  • [ 26260-02-6 ]
YieldReaction ConditionsOperation in experiment
83% With perfluoroisopropyl iodide; copper; hydroquinone In N,N-dimethyl-formamide at 20℃; for 24 h; General procedure: (4-Nitrophenyl)boronic acid (0.067 g, 0.4 mmol), copper powder (0.0052 g, 0.08 mmol,), (CF3)2CFI (0.178 g, 0.6 mmol), and DMF (2 mL) were placed in a closed tube with a rubber stopper. The mixture was reacted at room temperature equipped with an air balloon for 24 h. The resulting suspension was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous Na2SO4 and concentrated to dryness. The crude product was purified by flash column chromatography on silica gel using petroleum ether/ethyl acetate = 20: 1 (v/v) as eluent to give 0.086 g of 2j as a light yellow solid (0.35 mmol, 87percent).
Reference: [1] Journal of Fluorine Chemistry, 2016, vol. 189, p. 59 - 67
  • 5
  • [ 5159-41-1 ]
  • [ 26260-02-6 ]
YieldReaction ConditionsOperation in experiment
98% With silica gel; pyridinium chlorochromate In dichloromethane at 20℃; Inert atmosphere PCC (415mg, 1.93mmol, 1.2equiv.) and celite (1.75g) were dried under vacuum in 2-neck-flask and then flushed with nitrogen. After suspension in 19.3mL of dry DCM, a solution of o-iodobenzyl alcohol (14) (390mg, 1.60mmol, 1.0equiv.) in dry DCM (5.33mL) was added drop wise at room temperature. The reaction mixture turns from red to brown and then black, and is stirred at ambient temperature overnight. After filtration through celite, the solvent was removed under reduced pressure. The crude residue was purified by flash chromatography (short column, eluent Hexanes/EtOAc=9/1), yielding 367mg (98percent) of aldehyde 15. (0055) Rf (Hexanes/EtOAc=9/1)=0.63; 1H NMR (400MHz, CDCl3) δ (ppm)=10.1 (1H, s, H-7), 7.97 (1H, dd, H-3, J=8.0, 1.0Hz), 7.87 (1H, dd, H-6, J=8.0, 1.8Hz), 7.42–7.48 (1H, m, H-4), 7.25–7.31 (1H, m, H-5); 13C NMR (101MHz, CDCl3) δ (ppm)=195.9 (C-7), 140.8 (C-4), 135.6 (C-3), 135.3 (C-1), 130.4 (C-5), 128.9 (C-6), 100.9 (C-2).
95% With pyridinium chlorochromate In dichloromethane at 20℃; for 2 h; 2-Iodobenzaldehvde (19); A suspension of pyridinium chlorochromate (8.28 g, 38.4 mmol) and dry celite (5.00 g) in dry dichloromethane was stirred at room temperature for 15 min. 2-Iodobenzyl alcohol (3.03 g, 12.9 mmol) in dry dichloromethane (50 ml) was added. The suspension was shielded from light and stirred at room temperature for 2 h after which it was diluted with ether, and filtered through celite. The cloudy brown filtrate was concentrated to a red- brown gummy solid which was dissolved in dichloromethane and passed through a short silica column, eluting with dichloromethane. The solution was concentrated to give 2- iodobenzaldehyde (19) as a pale yellow oil (2.87 g, 95percent). 1H nmr (400 MHz, CDC13): 87. 29 (Td, J 8. 0,1. 8 Hz, 1H) H4, H6; 7.46 (brt, J 8. 0 Hz, 1H) H5,7. 88 (dd, J8. 0,1. 8 Hz, 1H) H6; 7.95 (d, J 8.0 Hz, 1H) H3; 10.07 (s, 1H) CHO.
92% With pyridinium chlorochromate In dichloromethane at 20℃; 2- iodo- benzyl alcohol ( 2 - iodobenzylalcohol ) ( 10 g , 42.73 mmol ) and dichloromethane ( Dichloromethane ) in 200 mLAfter mixing and put into a pyridine -chloro formate ( pyridium chlorochromate ) ( 10.13 g , 47 mmol ) was stirred at room temperature .After the reaction was completed the solvent was removed and column chromatography (ethyl acetate ( ethyl acetate ) : hexane ( hexane ) =1: 8) to perform , to give a yellow liquid The compound 23-2 ( 2 - iodobenzaldehyde ) ( 9.1g , 92percent)
92% With pyridinium chlorochromate In dichloromethane at 20℃; Synthesis of Intermediate 1-(2) (0183)10 g(42.73 mmol) of 2-iodobenzylalcohol was added to 200 mL of dichloromethane, 10.13 g (47 mmol) of pyridine chlorochromate (PCC) was added thereto, and was then stirred at room temperature. When the reaction was complete, the solvent was removed, and column chromatography (ethyl acetate: hexane=1:8) was used to obtain 9.1 g of Intermediate 1-(2) (2-iodobenzaldehyde) as a yellow liquid (yield: 92percent). (0184)1H NMR (300 MHz, CDCl3): δ (ppm) 10.09 (s, 1H), 7.94 (dd, J=15.0, 7.2 Hz, 2H), 7.48 (s, 1H), 7.30 (s, 1H) (0185) A molecular weight for C7H5IO: Cal. 231.9385 (0186) LR-Mass (EI+): 232.0, HR-Mass (EI+): 231.9393
91% With manganese(IV) oxide In dichloromethaneReflux Preparation Example 63: Synthesis of 2-iodobenzenealdehydeIn a flask, 2-iodobenzyl alcohol (4g, 17.09mmol) was dissolved in dichloromethane (MC, 85ml), and then, manganese oxide (Mn02, 14.86g, 170.92mmol) was added thereto. The obtained reaction product was stirred under the reflux condition. When the reaction was completed, the obtained reaction product was cooled to the room temperature, and then, fiteated and concentrated using celite, to obtain the title compound (3.6g, yield 91percent).1H NMR(400MHz, CDCl3)57.30~7.99(m, 4H), 10.10(s, 1H)
91% With manganese(IV) oxide In dichloromethaneReflux Preparation Example 63
Synthesis of 2-iodobenzenealdehyde
In a flask, 2-iodobenzyl alcohol (4 g, 17.09mmol) was dissolved in dichloromethane (MC, 85 ml), and then, manganese oxide (MnO2, 14.86 g, 170.92mmol) was added thereto.
The obtained reaction product was stirred under the reflux condition.
When the reaction was completed, the obtained reaction product was cooled to the room temperature, and then, fiteated and concentrated using celite, to obtain the title compound (3.6 g, yield 91percent).
1H NMR(400 MHz, CDCl3)δ7.30~7.99(m, 4H), 10.10(s, 1H)
91% With manganese(IV) oxide In dichloromethaneReflux Preparation Example 63
Synthesis of 2-iodobenzenealdehyde
In a flask, 2-iodobenzyl alcohol (4 g, 17.09 mmol) was dissolved in dichloromethane (MC, 85 ml), and then, manganese oxide (MnO2, 14.86 g, 170.92 mmol) was added thereto.
The obtained reaction product was stirred under the reflux condition.
When the reaction was completed, the obtained reaction product was cooled to the room temperature, and then, fiteated and concentrated using celite, to obtain the title compound (3.6 g, yield 91percent).
1H NMR (400 MHz, CDCl3) δ7.30~7.99 (m, 4H), 10.10 (s, 1H)
91% With manganese(IV) oxide In dichloromethaneReflux Preparation Example 63
Synthesis of 2-iodobenzenealdehyde
In a flask, 2-iodobenzyl alcohol (4 g, 17.09 mmol) was dissolved in dichloromethane (MC, 85 ml), and then, manganese oxide (MnO2, 14.86 g, 170.92 mmol) was added thereto.
The obtained reaction product was stirred under the reflux condition.
When the reaction was completed, the obtained reaction product was cooled to the room temperature, and then, fiteated and concentrated using celite, to obtain the title compound (3.6 g, yield 91percent).
1H NMR (400 MHz, CDCl3) δ7.30˜7.99 (m, 4H), 10.10 (s, 1H)
91% With manganese(IV) oxide In dichloromethaneReflux In a flask, 2-iodobenzyl alcohol (4g, 17.09mmol) was dissolved in dichloromethane (MC, 85ml), and then, manganese oxide (Mn02, 14.86g, 170.92mmol) was added thereto. The obtained reaction product was stirred under the reflux condition. When the reaction was completed, the obtained reaction product was cooled to the room temperature, and then, fiteated and concentrated using celite, to obtain the title compound (3.6g, yield 91percent). 1H NMR(400MHz, CDCl3)57.30~7.99(m, 4H), 10.10(s, 1H)
90% With manganese(IV) oxide In dichloromethaneReflux Preparation example 16: 2-Iodobenzenealdehyde In a flask, 2-.iodobenzyl alcohol (4g, 17.09mmo 1 ) was dissolved in dichloromethane (MC, 85ml), and then, manganese oxide ( M11O2 , 14.86g, 170.92mmol) was added thereto. The obtained reaction product was stirred under reflux. When the reaction was completed, the obtained reaction product was cooled to room temperature, and then, filtered and concentrated using celite, to obtain the title compound (3.6g, yield 75~90percent) . lH NMR (400MHz, CDC 13) δ 7.30~7.99(m, 4H), lO.HXs, 1H)
90% With manganese(IV) oxide In dichloromethane at 20℃; for 30 h; To a THF solution (16 mL) of commercially available o-iodobenzoicacid (4.15 g, 16.8 mmol) was added boran–dimethylsulfide complex (1.90 mL, 20.0 mmol) at 0°C. After stirring for 15 h at room temperature, phosphate buffer (pH 7) was added. Organic materials were extracted with ethyl acetate three times. The combined extracts were washed with brine and dried over anhydrous sodium sulfate. After removal of the solvent under reduced pressure, o-iodobenzylalcohol (3.84 g, 98 percent) was obtained as a white solid and used for the next step without further purification. To a DCM suspension (33 mL) of manganese(IV) oxide (14.0 g, 161 mmol) was added the crude o-iodobenzylalcohol (3.77 g, 16.1 mmol). After stirring for 30 h at room temperature, the resulting suspension was filtrated through a small pad of celite using DCM as an eluent. After removal of the solvent under reduced pressure, the residue was purified by column chromatography on silica gel (hexane/ethyl acetate 5:1) to give o-iodobenzaldehyde (3.36 g,90percent) as pale yellow crystals.
89% With 1-hydroxy-1H-1,2,3-benziodoxathiole 1,3,3-trioxide; Oxone; cetyltrimethylammonim bromide In water at 20℃; for 2 h; Green chemistry General procedure: The alcohol (2 mmol) was added to a solution of IBS (0.02 mmol, 0.01 eq), oxone (2.2 mmol, 1.1 equiv.) and 3 wtpercent CTAB solution (5 mL). The mixture was stirred at room temperature. The reaction was monitored by TLC. After completion, the solution was extracted with CH2Cl2 (3 × 10 mL). The combined organic phase was then filtered through a pad of silica gel and evaporated under vacuum to afford the desired product.
89% at 100℃; for 18 h; General procedure: In a 150 mL thick-walled pressure tube equipped with a magnetic stirrer,In an air atmosphere,To the system was added benzyl alcohol (i.e., R1 in formula (I) H) 1.0 mmol (108.1 mg)Ammonia (1.6 x 10-2 mol / L) 5.0 mL,5 molpercent (9.5 mg) of cuprous iodide,TEMPO 5 molpercent (7.8 mg),100 & lt; 0 & gt; C for 12 h,After the reaction is over,The reaction solution was cooled to room temperature,And extracted with ethyl acetate (3 x 5.0 mL). The organic layers were combined and concentrated in vacuo to remove ethyl acetate to give the crude product. The crude product was purified by column chromatography(Petroleum ether: ethyl acetate = 10: 1) to give the pure desired product.The yield of 97.6 mg was 92percent.
88% With oxygen In N,N-dimethyl-formamide at 20℃; for 6 h; UV-irradiation General procedure: A 25 mL round-bottomed flask was charged with alcohol (1 mmol),3D-RGO/ZnO (40 mg) and N,N-dimethyl formamide (5 mL). The resultant mixture was stirred under O2 with two white LED lamps (12W). After completion of the reaction, the 3D-RGO/ZnO catalyst was recycled by filtration and the organic phase of the filtrate was extracted with EtOAc, washed three times with water and dried over Na2SO4.The pure product was then isolated by silica chromatography using petroleum ether/EtOAc mixtures as the eluent.
85% With iron(II) triflate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; N-(4-methoxyphenyl)glycine; oxygen In tert-Amyl alcohol for 24 h; Reflux; Green chemistry Equipped with a magnetic stirrer in round bottom flask methyl benzyl alcohol (12. 22g, 100. Ommol, namely formula The R1 is 4-methyl, R2 is hydrogen, X is carbon, η is 1, m is 0), ferric chloride (0. 81g, 5mmol), L- isoleucineAcid (1.31g, 10mmol), TEMP0 (1.56g, 10mmol), toluene 300. OmL was added , then the reaction with oxygen in the air bottleReplacement, stirred and reflux for 6h. After completion of reaction, the reaction mixture was cooled to room temperature, filtered, the filtrate evaporated to give the crude product,The resultant crude product was purified by column chromatography, with n-hexane: Elution: (10 1 volume ratio) mixed liquid of ethyl acetate containing the desired collectionLabeled compound of the eluent, evaporation of the solvent and dried to give the product p-tolualdehyde 10. 93g, 91percent yield. The reactants adjacent iodobenzene methanol (2. 34g, 10. Ommol, i.e., of formula (I), R1 is iodo, R 2 isHydrogen, X is carbon, [eta] is 1, m is 0) is taken, experimental methods and procedures were the same as in Example 1, except that: ferrous trifluoromethanesulfonate(0 · 35g, 1. Ommol), 4- methoxyphenyl Glycine (0 · 18g, 1 · Ommol), TEMPO (0 · 16g, 1 · Ommol), tert-amyl alcohol 30. OmL, oxygen the reaction was stirred at reflux bottle of air displacement 24h. To give the final product 1. 97g, yield 85percent.
69% With tert.-butylhydroperoxide; N,N'-ortho-phenylene-bis(salicylideneiminato) copper(II); sodium hydroxide In water; acetonitrile at 20℃; General procedure: Alcohol (0.5 mmol), salophen copper (II) complex (2 molpercent), NaOH (0.6 equiv), and 70percent TBHP in water (1.1 equiv) were dissolved in acetonitrile (5 mL), and the homogeneous solution was stirred at room temperature in air overnight. After completion of the reaction, the solvent was evaporated under reduced pressure. The residue was purified over silica gel by column chromatography (10–25percent EtOAc in hexane).
65% With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water at 25℃; for 24 h; Micellar solution General procedure: A vial was charged with alcohol (1 mmol), IBX (1.2 mmol, 1.2 equiv) and 2 wt percent GMPGS-2000/H2O solution (5 mL). The mixture was stirred for 24 h at 25 °C and filtered. The solid was washed with CH2Cl2 and the filtrate was extracted with CH2Cl2 (3×10 mL). Then, the organic phase was combined and dried with anhydrous Na2SO4, evaporated to dryness. The crude product was purified was purified by column chromatography on silica gel eluted with (petroleum ether/EtOAc) to afford the desired product.
99.9 %Chromat. With sodium bromate; acetic acid In water at 75℃; for 5 h; In a 25 ml Kjeldahl flask equipped with a magnetic stirrer and a reflux condenser, 2.30 g (9.8 mmols) of o-iodobenzyl alcohol and 5 ml of (87 mmols) of acetic acid were charged and an aqueous solution prepared by dissolving 0.50 g (3.33 mmols) of sodium bromate in 3 ml of water was added dropwise over 2 hours under stirring.
After the completion of dropwise addition, stirring was conducted at 75°C for 3 hours.
With respect to the components in the reaction solution, an area ratio as determined by gas chromatography of the intended o-iodobenzaldehyde was 99.9percent or more.
It was confirmed by GS-MS that a molecular ion peak is 232.
3.6 g With manganese(IV) oxide In dichloromethaneReflux In a flask, 2-iodobenzyl alcohol (4g, 17.O9mmol) was dissolved in dichioromethane (MC, 85m1), and then, manganese oxide (Mn02, 14.86g, 170.92mmol) was added thereto. The obtained reaction product was stirred under reflux. When the reaction was completed, the obtained reaction product was cooled to room temperature, and then, filtered and concentrated using celite, to obtain the titlecompound (3.6g, yield 75r’9Opercent).1H NMR(400MHz, CDCI3)67.30”7.99(m, 4H), 10.10(s, 1H)

Reference: [1] Journal of the American Chemical Society, 2013, vol. 135, # 42, p. 15742 - 15745
[2] European Journal of Medicinal Chemistry, 2016, vol. 119, p. 231 - 249
[3] Tetrahedron Letters, 1994, vol. 35, # 29, p. 5137 - 5140
[4] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 4, p. 447 - 455
[5] Journal of Organic Chemistry, 1997, vol. 62, # 3, p. 603 - 626
[6] Organic Letters, 2011, vol. 13, # 6, p. 1572 - 1575
[7] Organometallics, 2014, vol. 33, # 9, p. 2160 - 2171
[8] RSC Advances, 2014, vol. 4, # 90, p. 48777 - 48782
[9] Tetrahedron Letters, 2015, vol. 56, # 44, p. 5973 - 5976
[10] Organic Letters, 2016, vol. 18, # 9, p. 2126 - 2129
[11] Organic and Biomolecular Chemistry, 2017, vol. 15, # 33, p. 6926 - 6933
[12] Journal of the American Chemical Society, 2011, vol. 133, # 42, p. 16901 - 16910
[13] Chemistry--A European Journal, 2015, vol. 21, # 2, p. 753 - 762
[14] Synlett, 1999, # 9, p. 1489 - 1490
[15] Patent: WO2005/82894, 2005, A1, . Location in patent: Page/Page column 54
[16] Beilstein Journal of Organic Chemistry, 2013, vol. 9, p. 1437 - 1442
[17] Organic Process Research and Development, 2015, vol. 19, # 11, p. 1548 - 1553
[18] Journal of Organic Chemistry, 1993, vol. 58, # 17, p. 4579 - 4583
[19] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 15, p. 4669 - 4678
[20] Organic Letters, 2018, vol. 20, # 2, p. 345 - 348
[21] Advanced Synthesis and Catalysis, 2004, vol. 346, # 7, p. 767 - 776
[22] RSC Advances, 2015, vol. 5, # 97, p. 79699 - 79702
[23] Patent: KR2016/9768, 2016, A, . Location in patent: Paragraph 0387; 0395-0401
[24] Patent: US9673400, 2017, B2, . Location in patent: Page/Page column 91; 93
[25] Journal of Organic Chemistry, 2000, vol. 65, # 20, p. 6398 - 6411
[26] Patent: WO2012/2773, 2012, A2, . Location in patent: Page/Page column 37
[27] Patent: US2012/184762, 2012, A1, . Location in patent: Page/Page column 19
[28] Patent: US2013/5801, 2013, A1, . Location in patent: Page/Page column 18
[29] Patent: US2013/165408, 2013, A1, . Location in patent: Paragraph 0277; 0278; 0279
[30] Chemical Communications, 2013, vol. 49, # 96, p. 11269 - 11271
[31] Patent: WO2014/142477, 2014, A1, . Location in patent: Page/Page column 46
[32] Synthetic Communications, 2007, vol. 37, # 17, p. 2989 - 2994
[33] Tetrahedron, 2013, vol. 69, # 41, p. 8724 - 8730
[34] Organic Letters, 2015, vol. 17, # 5, p. 1126 - 1129
[35] Patent: WO2015/88271, 2015, A1, . Location in patent: Page/Page column 21
[36] Journal of Fluorine Chemistry, 2015, vol. 179, p. 106 - 115
[37] Journal of Chemical Research, 2014, vol. 38, # 7, p. 427 - 431
[38] Patent: CN106905097, 2017, A, . Location in patent: Paragraph 0026; 0027; 0028; 0029; 0030; 0056; 0057-0060
[39] Journal of Chemical Research, 2015, vol. 39, # 12, p. 727 - 730
[40] Organic Letters, 2013, vol. 15, # 8, p. 1918 - 1921
[41] Tetrahedron, 2004, vol. 60, # 8, p. 1791 - 1801
[42] Patent: CN105294413, 2016, A, . Location in patent: Paragraph 0038; 0039; 0040; 0057; 0058; 0059; 0060
[43] Angewandte Chemie - International Edition, 2018, vol. 57, # 14, p. 3651 - 3655[44] Angew. Chem., 2018, vol. 130, p. 3713 - 3717,5
[45] Advanced Synthesis and Catalysis, 2015, vol. 357, # 5, p. 917 - 922
[46] Organic Letters, 2017, vol. 19, # 7, p. 1578 - 1581
[47] Tetrahedron Letters, 1997, vol. 38, # 42, p. 7353 - 7356
[48] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987, p. 2321 - 2332
[49] Chemistry - A European Journal, 2017, vol. 23, # 60, p. 15046 - 15049
[50] Journal of Organic Chemistry, 2018, vol. 83, # 13, p. 7250 - 7270
[51] Organic Letters, 2017, vol. 19, # 7, p. 1570 - 1573
[52] Organic Process Research and Development, 2012, vol. 16, # 5, p. 1082 - 1089
[53] Advanced Synthesis and Catalysis, 2014, vol. 356, # 8, p. 1741 - 1746
[54] Synthetic Communications, 2015, vol. 45, # 11, p. 1334 - 1341
[55] Tetrahedron, 2014, vol. 70, # 21, p. 3514 - 3519
[56] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 8, p. 1147 - 1156
[57] Asian Journal of Chemistry, 2015, vol. 27, # 2, p. 587 - 590
[58] RSC Advances, 2015, vol. 5, # 99, p. 81415 - 81428
[59] Journal of the Chemical Society, 1955, p. 1110
[60] Journal of the Chemical Society, 1958, p. 1375,1378
[61] Journal of Organic Chemistry, 1988, vol. 53, # 10, p. 2154 - 2159
[62] Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, 1988, vol. 27, # 7, p. 581 - 583
[63] Bulletin of the Chemical Society of Japan, 1988, vol. 61, p. 1767 - 1772
[64] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995, vol. 34, # 11, p. 968 - 974
[65] International Journal of Chemical Kinetics, 1997, vol. 29, # 1, p. 9 - 16
[66] Medicinal Chemistry Research, 1995, vol. 5, # 7, p. 496 - 501
[67] Journal of Chemical Research, Miniprint, 1998, # 9, p. 2251 - 2272
[68] Tetrahedron Letters, 1999, vol. 40, # 36, p. 6673 - 6676
[69] Chemistry Letters, 1999, # 7, p. 683 - 684
[70] Journal of Chemical Research, Miniprint, 1999, # 8, p. 2118 - 2135
[71] Bulletin of the Chemical Society of Japan, 2000, vol. 73, # 2, p. 417 - 422
[72] Journal of the American Chemical Society, 1999, vol. 121, # 39, p. 9073 - 9087
[73] Tetrahedron Asymmetry, 2001, vol. 12, # 4, p. 585 - 596
[74] Journal of Chemical Research, Miniprint, 2001, p. 562 - 585
[75] Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 2000, vol. 39, # 12, p. 1258 - 1263
[76] Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 2002, vol. 41, # 3, p. 493 - 499
[77] Journal of Physical Organic Chemistry, 2002, vol. 15, # 10, p. 721 - 727
[78] Journal of the Indian Chemical Society, 2004, vol. 81, # 6, p. 467 - 473
[79] Journal of Chemical Research, 2004, # 9, p. 581 - 584
[80] Journal of Organometallic Chemistry, 2005, vol. 690, # 2, p. 415 - 421
[81] Tetrahedron Letters, 2006, vol. 47, # 1, p. 13 - 17
[82] Journal of the Chemical Society. Perkin Transactions 2, 2002, # 6, p. 1151 - 1157
[83] Patent: EP1661877, 2006, A1, . Location in patent: Page/Page column 17
[84] Patent: US6448443, 2002, B1,
[85] Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 2008, vol. 47, # 5, p. 669 - 676
[86] Journal of the Indian Chemical Society, 2008, vol. 85, # 5, p. 496 - 501
[87] Green Chemistry, 2010, vol. 12, # 12, p. 2157 - 2163
[88] Tetrahedron Letters, 2011, vol. 52, # 30, p. 3868 - 3871
[89] Chemistry - A European Journal, 2012, vol. 18, # 46, p. 14812 - 14819
[90] Chemical Communications, 2013, vol. 49, # 31, p. 3254 - 3256
[91] Patent: WO2013/187727, 2013, A1, . Location in patent: Page/Page column 24
[92] Organic Letters, 2015, vol. 17, # 17, p. 4180 - 4183
[93] Chemistry - A European Journal, 2018, vol. 24, # 6, p. 1365 - 1372
[94] Chemical Communications (Cambridge, United Kingdom), 2018, vol. 54, # 85, p. 12053 - 12056
  • 6
  • [ 6630-33-7 ]
  • [ 26260-02-6 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1999, # 1, p. 49 - 64
[2] Synlett, 2016, vol. 27, # 12, p. 1794 - 1797
  • 7
  • [ 7022-46-0 ]
  • [ 26260-02-6 ]
Reference: [1] Organic Letters, 2014, vol. 16, # 2, p. 390 - 393
  • 8
  • [ 1246012-73-6 ]
  • [ 26260-02-6 ]
YieldReaction ConditionsOperation in experiment
72 %Spectr. With p-benzoquinone; sodium iodide In water; acetonitrile at 100℃; for 48 h; General procedure: A mixture of 2-(2-methoxyphenyl)-1,3-dithiane (1c) (0.11 g, 0.50mmol), 1,4-benzoquinone (64.8 mg, 0.60 mmol), and NaI (0.70 mg, 0.005 mmol) in MeCN (2mL) and H2O (0.2mL) was stirred at 100°C for 24 h. The reaction mixture was filtered through a pad of Celite and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography (eluent: hexane/AcOEt=15/1) to give 2-methoxybenzaldehyde (2c, 66.5mg, 98percent) as colorless oil.
Reference: [1] Tetrahedron, 2013, vol. 69, # 44, p. 9192 - 9199
  • 9
  • [ 380151-85-9 ]
  • [ 26260-02-6 ]
Reference: [1] Organic Letters, 2013, vol. 15, # 1, p. 140 - 143
  • 10
  • [ 610-97-9 ]
  • [ 26260-02-6 ]
Reference: [1] Journal of Medicinal Chemistry, 1998, vol. 41, # 22, p. 4261 - 4272
  • 11
  • [ 35822-58-3 ]
  • [ 26260-02-6 ]
Reference: [1] Advanced Synthesis and Catalysis, 2012, vol. 354, # 1, p. 133 - 147
  • 12
  • [ 88-67-5 ]
  • [ 26260-02-6 ]
Reference: [1] Chemistry - A European Journal, 2012, vol. 18, # 19, p. 6039 - 6048
[2] Journal of Medicinal Chemistry, 1998, vol. 41, # 22, p. 4261 - 4272
[3] European Journal of Organic Chemistry, 1998, # 4, p. 671 - 678
[4] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 15, p. 4669 - 4678
[5] Chemical Communications, 2013, vol. 49, # 31, p. 3254 - 3256
[6] Tetrahedron, 2013, vol. 69, # 41, p. 8724 - 8730
[7] Organometallics, 2014, vol. 33, # 9, p. 2160 - 2171
[8] Organic Letters, 2015, vol. 17, # 5, p. 1126 - 1129
[9] Organic Letters, 2015, vol. 17, # 17, p. 4180 - 4183
[10] Journal of Fluorine Chemistry, 2015, vol. 179, p. 106 - 115
[11] Organic Letters, 2016, vol. 18, # 9, p. 2126 - 2129
[12] Organic Letters, 2017, vol. 19, # 7, p. 1570 - 1573
[13] Organic Letters, 2018, vol. 20, # 2, p. 345 - 348
  • 13
  • [ 76464-87-4 ]
  • [ 26260-02-6 ]
Reference: [1] Synlett, 2012, vol. 23, # 10, p. 1497 - 1500
  • 14
  • [ 294190-47-9 ]
  • [ 26260-02-6 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 40, p. 10231 - 10237
  • 15
  • [ 529-23-7 ]
  • [ 26260-02-6 ]
Reference: [1] Organic Letters, 2018, vol. 20, # 15, p. 4516 - 4520
  • 16
  • [ 152302-84-6 ]
  • [ 26260-02-6 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1999, # 1, p. 49 - 64
  • 17
  • [ 118-92-3 ]
  • [ 26260-02-6 ]
Reference: [1] Chemical Communications, 2013, vol. 49, # 31, p. 3254 - 3256
[2] Organic Letters, 2015, vol. 17, # 17, p. 4180 - 4183
  • 18
  • [ 609-67-6 ]
  • [ 26260-02-6 ]
  • [ 5159-41-1 ]
Reference: [1] European Journal of Organic Chemistry, 1998, # 4, p. 671 - 678
  • 19
  • [ 133776-41-7 ]
  • [ 26260-02-6 ]
Reference: [1] Organic Letters, 2018, vol. 20, # 15, p. 4516 - 4520
  • 20
  • [ 118-48-9 ]
  • [ 26260-02-6 ]
Reference: [1] Organic Letters, 2018, vol. 20, # 15, p. 4516 - 4520
  • 21
  • [ 609-67-6 ]
  • [ 26260-02-6 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987, p. 2321 - 2332
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987, p. 2321 - 2332
[3] Journal of the Chemical Society, 1941, p. 487,489
  • 22
  • [ 586-96-9 ]
  • [ 26260-02-6 ]
Reference: [1] Journal of the American Chemical Society, 2014, vol. 136, # 8, p. 2978 - 2981
  • 23
  • [ 93-58-3 ]
  • [ 26260-02-6 ]
Reference: [1] Chemical Communications, 2015, vol. 51, # 18, p. 3778 - 3781
[2] Chemical Communications, 2015, vol. 51, # 18, p. 3778 - 3781
[3] Chemical Communications, 2015, vol. 51, # 18, p. 3778 - 3781
[4] Chemical Communications, 2015, vol. 51, # 18, p. 3778 - 3781
  • 24
  • [ 1417305-43-1 ]
  • [ 26260-02-6 ]
Reference: [1] Chemical Communications, 2015, vol. 51, # 18, p. 3778 - 3781
[2] Chemical Communications, 2015, vol. 51, # 18, p. 3778 - 3781
  • 25
  • [ 15310-01-7 ]
  • [ 26260-02-6 ]
Reference: [1] Journal of the Chemical Society, 1941, p. 487,489
  • 26
  • [ 34824-58-3 ]
  • [ 26260-02-6 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1999, # 1, p. 49 - 64
  • 27
  • [ 171261-70-4 ]
  • [ 26260-02-6 ]
Reference: [1] Journal of Organic Chemistry, 2018, vol. 83, # 4, p. 1687 - 1700
  • 28
  • [ 6919-61-5 ]
  • [ 26260-02-6 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 40, p. 10231 - 10237
  • 29
  • [ 615-37-2 ]
  • [ 26260-02-6 ]
Reference: [1] Helvetica Chimica Acta, 1925, vol. 8, p. 441
[2] Journal of the Chemical Society, 1958, p. 1375,1378
  • 30
  • [ 39959-51-8 ]
  • [ 26260-02-6 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1988, vol. 61, p. 3717 - 3722
  • 31
  • [ 4387-36-4 ]
  • [ 26260-02-6 ]
Reference: [1] Huaxue Xuebao, 1958, vol. 24, p. 141,143[2] Chem.Abstr., 1959, p. 6134
  • 32
  • [ 40400-13-3 ]
  • [ 26260-02-6 ]
Reference: [1] Journal of the Chemical Society, 1949, p. 2704
[2] Journal of the Chemical Society, 1958, p. 1375,1378
  • 33
  • [ 615-43-0 ]
  • [ 26260-02-6 ]
Reference: [1] Huaxue Xuebao, 1958, vol. 24, p. 141,143[2] Chem.Abstr., 1959, p. 6134
  • 34
  • [ 80953-51-1 ]
  • [ 26260-02-6 ]
Reference: [1] Journal of the Chemical Society, 1958, p. 1375,1378
  • 35
  • [ 121263-09-0 ]
  • [ 7732-18-5 ]
  • [ 141-82-2 ]
  • [ 124-38-9 ]
  • [ 26260-02-6 ]
  • [ 90276-19-0 ]
Reference: [1] Journal of the Chemical Society, 1888, vol. 53, p. 143
  • 36
  • [ 26260-02-6 ]
  • [ 75-36-5 ]
  • [ 24257-93-0 ]
Reference: [1] Angewandte Chemie - International Edition, 2002, vol. 41, # 17, p. 3263 - 3265
  • 37
  • [ 26260-02-6 ]
  • [ 5159-41-1 ]
Reference: [1] Journal of Organic Chemistry, 2012, vol. 77, # 10, p. 4821 - 4825
[2] Chemistry Letters, 1989, p. 619 - 622
[3] Chemical Communications (Cambridge, United Kingdom), 2018, vol. 54, # 83, p. 11805 - 11808
[4] Tetrahedron Letters, 2014, vol. 55, # 32, p. 4458 - 4462
[5] Organic and Biomolecular Chemistry, 2015, vol. 13, # 6, p. 1768 - 1777
  • 38
  • [ 609-67-6 ]
  • [ 26260-02-6 ]
  • [ 5159-41-1 ]
Reference: [1] European Journal of Organic Chemistry, 1998, # 4, p. 671 - 678
  • 39
  • [ 26260-02-6 ]
  • [ 88-67-5 ]
  • [ 5159-41-1 ]
Reference: [1] Chemische Berichte, 1930, vol. 63, p. 855,865[2] Journal fuer Praktische Chemie (Leipzig), 1933, vol. <2>138, p. 51,54
[3] Chemische Berichte, 1930, vol. 63, p. 855,865[4] Journal fuer Praktische Chemie (Leipzig), 1933, vol. <2>138, p. 51,54
[5] Chemische Berichte, 1930, vol. 63, p. 855,865[6] Journal fuer Praktische Chemie (Leipzig), 1933, vol. <2>138, p. 51,54
  • 40
  • [ 2033-24-1 ]
  • [ 26260-02-6 ]
  • [ 96606-95-0 ]
Reference: [1] Synthesis, 2007, # 3, p. 464 - 477
[2] Organic Letters, 2018, vol. 20, # 2, p. 345 - 348
[3] Tetrahedron Asymmetry, 2001, vol. 12, # 4, p. 585 - 596
[4] Advanced Synthesis and Catalysis, 2012, vol. 354, # 1, p. 133 - 147
  • 41
  • [ 26260-02-6 ]
  • [ 96606-95-0 ]
Reference: [1] Chemistry - A European Journal, 2017, vol. 23, # 60, p. 15046 - 15049
[2] Journal of Organic Chemistry, 2018, vol. 83, # 13, p. 7250 - 7270
  • 42
  • [ 26260-02-6 ]
  • [ 2142-70-3 ]
Reference: [1] Journal of the American Chemical Society, 1996, vol. 118, # 25, p. 5904 - 5918
  • 43
  • [ 26260-02-6 ]
  • [ 38846-64-9 ]
Reference: [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 11, p. 5270 - 5290
  • 44
  • [ 26260-02-6 ]
  • [ 768-60-5 ]
  • [ 176910-67-1 ]
Reference: [1] Organic Letters, 2012, vol. 14, # 8, p. 1990 - 1993
[2] Organic Letters, 2014, vol. 16, # 8, p. 2236 - 2239
  • 45
  • [ 26260-02-6 ]
  • [ 766-97-2 ]
  • [ 189008-33-1 ]
Reference: [1] European Journal of Organic Chemistry, 2014, vol. 2014, # 24, p. 5166 - 5177
[2] Organic Letters, 2012, vol. 14, # 8, p. 1990 - 1993
[3] Journal of Organic Chemistry, 2013, vol. 78, # 4, p. 1451 - 1462
[4] Organic Letters, 2014, vol. 16, # 8, p. 2236 - 2239
  • 46
  • [ 873-73-4 ]
  • [ 26260-02-6 ]
  • [ 1251832-81-1 ]
Reference: [1] Organic Letters, 2014, vol. 16, # 8, p. 2236 - 2239
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 26260-02-6 ]

Aryls

Chemical Structure| 861118-00-5

[ 861118-00-5 ]

3,5-Diiodo-4-methylbenzaldehyde

Similarity: 0.90

Chemical Structure| 15164-44-0

[ 15164-44-0 ]

4-Iodobenzaldehyde

Similarity: 0.89

Chemical Structure| 696-41-3

[ 696-41-3 ]

3-Iodobenzaldehyde

Similarity: 0.87

Chemical Structure| 13329-40-3

[ 13329-40-3 ]

1-(4-Iodophenyl)ethanone

Similarity: 0.80

Chemical Structure| 1261470-87-4

[ 1261470-87-4 ]

4-Bromo-2-iodobenzaldehyde

Similarity: 0.79

Aldehydes

Chemical Structure| 861118-00-5

[ 861118-00-5 ]

3,5-Diiodo-4-methylbenzaldehyde

Similarity: 0.90

Chemical Structure| 15164-44-0

[ 15164-44-0 ]

4-Iodobenzaldehyde

Similarity: 0.89

Chemical Structure| 696-41-3

[ 696-41-3 ]

3-Iodobenzaldehyde

Similarity: 0.87

Chemical Structure| 1261470-87-4

[ 1261470-87-4 ]

4-Bromo-2-iodobenzaldehyde

Similarity: 0.79

Chemical Structure| 188813-09-4

[ 188813-09-4 ]

3-Bromo-5-iodobenzaldehyde

Similarity: 0.71