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Product Details of [ 15164-44-0 ]

CAS No. :15164-44-0 MDL No. :MFCD00039576
Formula : C7H5IO Boiling Point : -
Linear Structure Formula :- InChI Key :NIEBHDXUIJSHSL-UHFFFAOYSA-N
M.W : 232.02 Pubchem ID :96657
Synonyms :

Calculated chemistry of [ 15164-44-0 ]      Expand+

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) : -5.95 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.69
Log Po/w (XLOGP3) : 2.48
Log Po/w (WLOGP) : 2.1
Log Po/w (MLOGP) : 2.37
Log Po/w (SILICOS-IT) : 2.97
Consensus Log Po/w : 2.32

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.27
Solubility : 0.125 mg/ml ; 0.000539 mol/l
Class : Soluble
Log S (Ali) : -2.48
Solubility : 0.763 mg/ml ; 0.00329 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 : 1.57

Safety of [ 15164-44-0 ]

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 [ 15164-44-0 ]

* 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 [ 15164-44-0 ]
  • Downstream synthetic route of [ 15164-44-0 ]

[ 15164-44-0 ] Synthesis Path-Upstream   1~22

  • 1
  • [ 110-91-8 ]
  • [ 15164-44-0 ]
  • [ 1204-86-0 ]
YieldReaction ConditionsOperation in experiment
86 %Chromat. With C35H34N3OP2PdS(1+)*NO3(1-); sodium t-butanolate In 1,4-dioxane at 100℃; for 6 h; General procedure: In a typical run, an oven-dried 10 ml round bottom flask was charged with a known mole percent of catalyst, NaOtBu (1.3 mmol), amine (1.2 mmol) and aryl halide (1 mmol) with the appropriate solvent(s) (4 ml). The flask was placed in a preheated oil bath at required temp. After the specified time the flask was removed from the oil bath, water (20 ml) was added, and extraction with ether (4×10 ml) was done. The combined organic layers were washed with water (3×10 ml), dried over anhydrous Na2SO4, and filtered. Solvent was removed under vacuum. The residue was dissolved in acetonitrile and analyzed by GC–MS.
Reference: [1] Inorganica Chimica Acta, 2019, vol. 486, p. 232 - 239
  • 2
  • [ 15164-44-0 ]
  • [ 1204-86-0 ]
Reference: [1] Patent: US2013/281397, 2013, A1,
  • 3
  • [ 288-32-4 ]
  • [ 15164-44-0 ]
  • [ 10040-98-9 ]
YieldReaction ConditionsOperation in experiment
94% With potassium carbonate In dimethyl sulfoxide at 120℃; for 12 h; Inert atmosphere General procedure: To a mixture of 0.05 g catalyst and aryl halide (1.0 mmol)in 9.0 cm3 DMSO, Het-NH (1.2 mmol) and K2CO3(2.0 mmol) was added and the mixture was vigorouslystirred at 120 C for the appropriate time under a drynitrogen atmosphere. After completion (as monitored byTLC), the catalyst was filtered, and the filtrate wasextracted with ethyl acetate (3 9 20 cm3) and the combinedorganic layers were dried with anhydrous MgSO4,filtered, and evaporated under reduced pressure. The residuewas purified by column chromatography. The purity ofthe compounds was checked by 1H NMR and yields arebased on aryl bromide. All the products are known and thespectroscopic data (FT-IR and NMR) and melting pointswere consistent with those reported in the literature [36–41].
93% With copper(l) chloride; sodium hydroxide; 3-(diphenylphosphino)propionic acid In dimethyl sulfoxide at 120℃; for 14 h; Inert atmosphere; Sealed tube General procedure: NH-containing heterocycle (1.4 mmol) and DMF (2.0 mL) were added to a mixture of CuCl (15.0 molpercent) and ligand 1 (20.0 molpercent) in DMF (2.0 mL), aryl iodide (1.0 mmol), NaOH (2.0 mmol). The mixture was vigorously stirred at 120 °C for 14 h under a dry nitrogen atmosphere. After completion of the reaction (as monitored by TLC), H2O was added and the organic layer was extracted with EtOAc, washed with brine and dried over MgSO4. The solution was filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography. The purity of the compounds was checked by 1H NMR and yields are based on aryl iodide. All the products are known and the spectroscopic data (FT‑IR and NMR) and melting points were consistent with those reported in the literature.
90 %Chromat. With C16H12ClN3OPdS; potassium hydroxide In dimethyl sulfoxide at 110℃; for 10 h; General procedure: Arylhalide (1.0 mM), nitrogen-containing heterocycle (1.2 mM), KOH (2 mM), and the catalyst (0.75 Mpercent) were stirred in dimethyl sulfoxide (DMSO) (4 mL) at 110 °C for 10 h. After completion of the reaction, the mixture was cooled to room temperature, diluted with ethyl acetate (10 mL) and filtered. The filtrate was concentrated and the residue was purified by column chromatography on silica gel using hexane/ethyl acetate(70 : 30) as eluent to afford the desired product. The products have been characterized by 1H NMR spectroscopy.
Reference: [1] Journal of Organic Chemistry, 2009, vol. 74, # 5, p. 2200 - 2202
[2] Monatshefte fuer Chemie, 2015, vol. 146, # 8, p. 1329 - 1334
[3] Journal of Chemical Research, 2014, vol. 38, # 2, p. 128 - 129
[4] Journal of Coordination Chemistry, 2015, vol. 68, # 19, p. 3537 - 3550
  • 4
  • [ 683-60-3 ]
  • [ 15164-44-0 ]
  • [ 18962-05-5 ]
YieldReaction ConditionsOperation in experiment
76% With hemicucurbituril supported [Bmim]Cl In toluene for 8 h; Reflux General procedure: A mixture of aryl halide (1 mmol) and sodium alkoxide(3.0 mmol) was refluxed in the presence of 200 mg ofHmCucSILP catalyst in toluene (5 mL) for an appropriatetime as indicated in Table 2. After completion of thereaction, the reaction mixture was filtered and solvent wasevaporated in vacuo to give the crude product, which waspurified by column chromatography over silica gel usinghexane/EtOAc as the eluent.
Reference: [1] Catalysis Letters, 2016, vol. 146, # 12, p. 2485 - 2494
  • 5
  • [ 110-89-4 ]
  • [ 15164-44-0 ]
  • [ 10338-57-5 ]
YieldReaction ConditionsOperation in experiment
81 %Chromat. With C35H34N3OP2PdS(1+)*NO3(1-); sodium t-butanolate In 1,4-dioxane at 100℃; for 6 h; General procedure: In a typical run, an oven-dried 10 ml round bottom flask was charged with a known mole percent of catalyst, NaOtBu (1.3 mmol), amine (1.2 mmol) and aryl halide (1 mmol) with the appropriate solvent(s) (4 ml). The flask was placed in a preheated oil bath at required temp. After the specified time the flask was removed from the oil bath, water (20 ml) was added, and extraction with ether (4×10 ml) was done. The combined organic layers were washed with water (3×10 ml), dried over anhydrous Na2SO4, and filtered. Solvent was removed under vacuum. The residue was dissolved in acetonitrile and analyzed by GC–MS.
Reference: [1] Inorganica Chimica Acta, 2019, vol. 486, p. 232 - 239
  • 6
  • [ 109-97-7 ]
  • [ 15164-44-0 ]
  • [ 23351-05-5 ]
Reference: [1] Chemistry - A European Journal, 2014, vol. 20, # 32, p. 9918 - 9929
  • 7
  • [ 536-74-3 ]
  • [ 15164-44-0 ]
  • [ 57341-98-7 ]
YieldReaction ConditionsOperation in experiment
99% With copper(l) iodide; C31H26N4PPdS(1+)*Cl(1-); sodium hydroxide In ethanol; toluene at 110℃; for 14 h; General procedure: To slurry of aryl halide (1 mmol), cuprous iodide (10 molpercent) andpalladium catalyst (a known molpercent) in an appropriate solvent(4 mL), phenylacetylene (1.2 mmol) and NaOH (1.7 mmol) wasadded and heated at required temp. After completion of the reaction(monitored by TLC), the flask was removed from the oil bathand water (20 mL) added, followed by extraction with ether(4 10 mL). The combined organic layers were washed with water(3 10 mL), dried over anhydrous Na2SO4, and filtered. Solventwas removed under vacuum. The residue was dissolved in hexaneand analyzed by GC–MS using Elite-5 columns, which are fused silicacapillary columns coated with 5percent diphenyl and 95percent dimethylpolysiloxane.
96% With C20H29Cl2N5O2Pd; potassium carbonate In ethanol at 80℃; for 2 h; General procedure: A vial was charged with an aryl halide (0.1 mmol), an aryl or alkylacetylene(0.11 mmol), K2CO3 (0.15 mmol), palladium catalyst (0.05 mol percent), and EtOH(2 mL). The mixture was refluxed with stirring for 2 h. After this time, themixture was cooled and CH2Cl2–n-hexane (1:2, 2 mL) and H2O (2 mL) wereadded. The organic layer was separated, filtered through a small amount ofsilica gel and analyzed by GC–MS. The solvent was removed and the residueweighed and analyzed by 1H NMR.
96% With copper(l) iodide; C26H24N6NiS4; triethylamine In N,N-dimethyl-formamide at 80℃; for 2 h; Inert atmosphere General procedure: In an oven-dried round bottom flask under an atmosphere of N2, a mixture of aryl halide (1 mmol), phenylacetylene (1.5 mmol), 1 (60.75 ppm or 0.05 molpercent), copper(I) iodide (5 mmol), and Et3N (3.0 mmol) in DMF (5 mL) was taken. The reaction mixture was stirred 80 °C for 2 h. At the end of the mentioned time, the reaction mixture was diluted with EtOAc (20 mL), washed with water (3 x 10 mL). The combinedorganic layer was dried over anhydrous Na2SO4, filtered and stripped off the solvent under reduced pressure. The residue was subjected to column chromatography on silica gel using ethyl acetate and n-hexane mixtures to afford the desired product in high purity. The products were characterized by 1H and 13C NMR analysis.
92.3% With potassium phosphate; palladium In 2-methoxy-ethanol; water at 80℃; for 0.5 h; Iodobenzene 2.04 g (0.01 mol), phenylacetylene 1.53 g (0.015 mol), potassium phosphate 4.22 g (0.02 mol) were added to a round bottom flask of 50mL capacity purged with nitrogen, equipped with stirrer, thermometer, reflux condenser, then methyl cellosolve / water (1: 1) 20 mL was weighed and added. Then, alkali aqueous solution 10.02g containing palladium nanoparticle catalysts from synthesized in Production Example 1 (Pd amount relative iodobenzene is 0.01 molpercent) was added and heated in an oil bath and heated to reflux for 8 hours at 80 . After completion of the reaction, adding toluene 15mL and water 10 mL, the organic layer was separated. The organic layer was concentrated with an evaporator, and the resulting concentrated residue purified by silica gel column chromatography to obtain the target compound
85% With [PdCl2((C6H5)2PCH2P(C6H5)2CHC(O)C6H4NO2)]; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 4 h; General procedure: A mixture of an aryl halide (1 mmol), phenylacetylene(1.3 mmol), catalyst (0.001 mol percent), K2CO3 (2.5 mmol), and DMF(2 ml) was heated to 130 C. The mixture was then cooled to roomtemperature and the solvent was removed under reduced pressure.The combined organic extracts were washed with brine and driedover CaCl2 or MgSO4. The solvent was evaporated and liquid residueswere purified by silica gel column chromatography (n-hexane:EtOAc, 80:20) and solid residues were purified byrecrystallization from EtOH and H2O. Products were identified bycomparison of their 1H and 13C NMR spectral data those reportedin the literature.
78% With bis(cyclohexylisocyanide)palladium(II) chloride; potassium carbonate; benzoic acid hydrazide In ethanol at 80℃; for 2 h; General procedure: A solution of comple 1 in ethanol with a required concentrationwas added with stirring to a mixture of iodoarene2a–2g (0.3 mmol), phenylacetylene (3, 0.5 mmol),potassium carbonate (0.7 mmol), and ethanol (2 mL). The mixture was heated for 2 h on an oil bath at a bathtemperature of 80°C. After cooling to room temperature,the mixture was diluted with 10 mL of waterand extracted with hexane–methylene chloride (5 : 1,2 × 5 mL), and the combined extracts were dried overanhydrous sodium sulfate and analyzed by GC/MS.The solvent was evaporated, and the product wasisolated by silica gel column chromatography usingn-hexane as eluent.The properties of the isolated compounds were inagreement with the data given in [23–27].
74.4% With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; 1.1.23 Synthesis of compound 1.1.23 Step 1. Synthesis of 4-(phenylethynyl)benzaldehyde [1.1.23a] 1.1.23a To a degassed solution of ethynylbenzene (0.3 ml_, 2.73 mmol), 4-iodobenzaldehyde (761 mg, 3.28 mmol), and Et3N (0.757 mL, 5.46 mmol) in THF (Volume: 21.6 ml_), Pd(PPh3)2CI2 (96 mg, 0.137 mmol) and Cul (36.4 mg, 0.191 mmol) were added. After stirring at room temperature overnight, the reaction mixture was concentrated on to silica gel and purified by silica gel column chromatography (EtOAc/heptane, 0-50percent). Fractions containing product were collected. Pale yellow crystals crashed out, which were washed with pentane and heptane to afford 4-(phenylethynyl)benzaldehyde [1.1.23a] (419 mg, 74.4 percent yield). 1H NMR (400 MHz, CDCI3) δ ppm 7.30 - 7.44 (m, 3 H) 7.45 - 7.59 (m, 2 H) 7.62 - 7.73 (m, 2 H) 7.76 - 7.98 (m, 2 H) 10.02 (s, 1 H)
80 %Chromat. With copper(l) iodide; C18H14N2Pd; sodium hydroxide In ethanol; toluene at 25℃; for 5 h; General procedure: To slurry of aryl halide (1 mmol), cuprous iodide (10 molpercent) and palladium catalyst (a known molpercent) in 1:1 ethanol–toluene (4 mL), phenylacetylene (1.2 mmol) and NaOH (1.7 mmol) were added and heated at 25 °C. After completion of the reaction (monitored by TLC), the flask was removed from the oil bath and water (20 mL) added, followed by extraction with ether (4 × 10 mL). The combined organic layers were washed with water (3 × 10 mL), dried over anhydrous Na2SO4, and filtered. Solvent was removed under vacuum. The residue was dissolved in hexane and analyzed by GC–MS.#10;

Reference: [1] Inorganica Chimica Acta, 2015, vol. 425, p. 67 - 75
[2] Tetrahedron Letters, 2014, vol. 55, # 13, p. 2101 - 2103
[3] Tetrahedron Letters, 2016, vol. 57, # 44, p. 4893 - 4897
[4] Journal of Chemical Sciences, 2015, vol. 127, # 3, p. 425 - 431
[5] Patent: JP6084874, 2017, B2, . Location in patent: Paragraph 0102; 0106
[6] Organic and Biomolecular Chemistry, 2018, vol. 16, # 15, p. 2748 - 2752
[7] European Journal of Organic Chemistry, 2008, # 31, p. 5244 - 5253
[8] Green Chemistry, 2015, vol. 17, # 2, p. 1071 - 1076
[9] Dalton Transactions, 2017, vol. 46, # 38, p. 13065 - 13076
[10] Tetrahedron Letters, 2013, vol. 54, # 35, p. 4656 - 4660
[11] Applied Organometallic Chemistry, 2018, vol. 32, # 12,
[12] Russian Journal of General Chemistry, 2017, vol. 87, # 8, p. 1663 - 1666[13] Zh. Obshch. Khim., 2017, vol. 87, # 8, p. 1247 - 1251,5
[14] Patent: WO2014/160649, 2014, A1, . Location in patent: Page/Page column 88-89
[15] RSC Advances, 2017, vol. 7, # 34, p. 21036 - 21044
[16] ACS Catalysis, 2016, vol. 6, # 6, p. 3771 - 3783
[17] Chemistry - An Asian Journal, 2017, vol. 12, # 17, p. 2221 - 2230
[18] European Journal of Inorganic Chemistry, 2011, # 21, p. 3174 - 3182
[19] Transition Metal Chemistry, 2010, vol. 35, # 3, p. 305 - 313
[20] Journal of Organometallic Chemistry, 2013, vol. 736, p. 1 - 8
[21] Journal of Organic Chemistry, 2015, vol. 80, # 13, p. 6922 - 6929
[22] Organic Letters, 2018, vol. 20, # 18, p. 5573 - 5577
  • 8
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  • [ 637-44-5 ]
  • [ 57341-98-7 ]
Reference: [1] Advanced Synthesis and Catalysis, 2009, vol. 351, # 17, p. 2827 - 2832
[2] RSC Advances, 2016, vol. 6, # 75, p. 71117 - 71121
  • 9
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  • [ 35674-27-2 ]
Reference: [1] Journal of the Chemical Society, 1927, p. 25
  • 10
  • [ 2065-66-9 ]
  • [ 15164-44-0 ]
  • [ 2351-50-0 ]
YieldReaction ConditionsOperation in experiment
77%
Stage #1: With n-butyllithium In tetrahydrofuran at -78℃; for 0.5 h; Inert atmosphere
Stage #2: at 20 - 55℃; for 5.5 h; Inert atmosphere
Under N2, 16 g (40 mmol) of methyltriphenylphosphine iodide was added to 200 mL of THF and stirred.Cool to -78 ° C, add 20 mL (48 mmol) of t-butyl lithium, react for 30 min,Continue to add 9.3g (40mmol) of p-iodobenzaldehyde, stir for 30min, and then naturally warm to room temperature.After heating to 55 ° C, the reaction was carried out for 5 h, 20 mL of a saturated ammonium chloride solution was added, and THF was distilled off.Extracted with ethyl acetate, dried, filtered, concentrated and purified by column chromatographyObtained iodine styrene, yield 77percent
Reference: [1] Patent: CN108586460, 2018, A, . Location in patent: Paragraph 0006; 0012; 0013
  • 11
  • [ 90965-06-3 ]
  • [ 15164-44-0 ]
  • [ 766-99-4 ]
Reference: [1] Synlett, 2011, # 19, p. 2799 - 2802
[2] Journal of Medicinal Chemistry, 2005, vol. 48, # 18, p. 5644 - 5647
  • 12
  • [ 925430-09-7 ]
  • [ 201230-82-2 ]
  • [ 15164-44-0 ]
  • [ 20034-50-8 ]
YieldReaction ConditionsOperation in experiment
10.6 mg With (η3-allyl)(N,N'-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)chloropalladium(II); sodium carbonate; lithium chloride In N,N-dimethyl-formamide at 80℃; for 16 h; Inert atmosphere; Sealed tube General procedure: Method A: A sealed tube equiped with a magnetic stirring bar was charged with the arylhalide (1) or (5) (1.0 equiv), sodium carbonate (2.0 equiv), anhydrous lithium chloride (2.0equiv) and (SIPr)Pd(allyl)Cl (0.05 equiv). Tricyclopropylbismuth (2a) (1.0 equiv), preparedas described above, was dissolved in anhydrous DMF (0.1 M) under argon and was addedinto the sealed tube. Carbon monoxide was bubbled in the reaction mixture for 45 seconds,then the tube was sealed and heated at 40 °C for 16 hours. The reaction mixture was cooledto room temperature, transferred in a separatory funnel containing 20 mL of an aq. sat.NaHCO3 solution and was extracted with EtOAc (3 x 20 mL). The combined organic layerswere washed with brine (30 mL), dried over anhydrous Na2SO4 and concentrated underreduced pressure. The residue was purified by flash column chromatography using theindicated solvent system to afford the desired aryl cyclopropyl ketone (3) or (6).Method B: Same as method A except that 1.5 equivalents of tricyclopropylbismuth 2ainstead of 1.0 equivalent and 0.1 equivalents of (SIPr)Pd(allyl)Cl instead of 0.05 equivalentswere used and that the reaction was heated at 80 C instead of 40 C.
Reference: [1] Synlett, 2017, vol. 28, # 20, p. 2833 - 2838
  • 13
  • [ 15164-44-0 ]
  • [ 23516-84-9 ]
Reference: [1] Chemical Communications, 2018, vol. 54, # 78, p. 11017 - 11020
  • 14
  • [ 15164-44-0 ]
  • [ 58123-72-1 ]
Reference: [1] Journal of the Chemical Society, 1927, p. 25
  • 15
  • [ 15164-44-0 ]
  • [ 249647-25-4 ]
Reference: [1] Journal of the Chemical Society, 1927, p. 25
  • 16
  • [ 15164-44-0 ]
  • [ 63697-96-1 ]
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[2] Chemistry - A European Journal, 2001, vol. 7, # 23, p. 5118 - 5134
[3] Organic Letters, 2000, vol. 2, # 2, p. 111 - 113
[4] Chemical Communications (Cambridge, United Kingdom), 2012, vol. 48, # 92, p. 11289 - 11291,3
[5] Organic Letters, 2013, vol. 15, # 4, p. 936 - 939
[6] Oriental Journal of Chemistry, 2016, vol. 32, # 4, p. 2155 - 2161
  • 17
  • [ 15164-44-0 ]
  • [ 1066-54-2 ]
  • [ 77123-57-0 ]
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[2] Chemical Communications (Cambridge, United Kingdom), 2012, vol. 48, # 92, p. 11289 - 11291,3
[3] Tetrahedron Letters, 1988, vol. 29, # 19, p. 2279 - 2282
[4] Angewandte Chemie - International Edition, 2017, vol. 56, # 4, p. 1152 - 1157[5] Angew. Chem., 2017, p. 1172 - 1177,6
[6] Organic Letters, 2013, vol. 15, # 4, p. 936 - 939
[7] Organic Letters, 2000, vol. 2, # 2, p. 111 - 113
[8] Chemistry - A European Journal, 2001, vol. 7, # 23, p. 5118 - 5134
[9] Tetrahedron Letters, 2007, vol. 48, # 33, p. 5817 - 5820
[10] Tetrahedron, 1998, vol. 54, # 27, p. 7721 - 7734
[11] Organic and Biomolecular Chemistry, 2015, vol. 14, # 1, p. 85 - 92
[12] European Journal of Organic Chemistry, 2016, vol. 2016, # 1, p. 17 - 21
[13] Oriental Journal of Chemistry, 2016, vol. 32, # 4, p. 2155 - 2161
  • 18
  • [ 15164-44-0 ]
  • [ 100-51-6 ]
  • [ 136618-42-3 ]
Reference: [1] Journal of the American Chemical Society, 2012, vol. 134, # 30, p. 12374 - 12377
  • 19
  • [ 15164-44-0 ]
  • [ 73183-34-3 ]
  • [ 128376-64-7 ]
Reference: [1] European Journal of Organic Chemistry, 2009, # 23, p. 3964 - 3972
  • 20
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  • [ 128376-64-7 ]
Reference: [1] Journal of Organic Chemistry, 2018, vol. 83, # 4, p. 1842 - 1851
  • 21
  • [ 5720-06-9 ]
  • [ 15164-44-0 ]
  • [ 421553-62-0 ]
Reference: [1] Organic Letters, 2016, vol. 18, # 2, p. 312 - 315
  • 22
  • [ 15164-44-0 ]
  • [ 728865-23-4 ]
Reference: [1] Patent: EP2295402, 2015, B1,
[2] Patent: WO2008/154642, 2008, A2,
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