Name: 17303-83-2|(3-Formylthiophen-2-yl)boronic acid|96%
Brand: Ambeed
SKU: A241416
Price: 14.0 USD
Availability: InStock
Rating: 93 (26 reviews)

1
[ 33906-30-8 ]
[ 17303-83-2 ]
[ 17303-90-1 ]

Reference： [1]Acta Chemica Scandinavica (1947),1967,vol. 21,p. 2151 - 2166

2
[ 17303-83-2 ]
[ 17303-84-3 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrazine In ethanol

Reference： [1]Gronowitz,S.; Namtvedt,J. [Acta Chemica Scandinavica (1947), 1967, vol. 21, p. 2151 - 2166]

3
[ 17303-83-2 ]
[ 100-63-0 ]
[ 17303-86-5 ]

Yield	Reaction Conditions	Operation in experiment
87%
	In ethanol

Reference： [1]Gronowitz,S.; Namtvedt,J. [Acta Chemica Scandinavica (1947), 1967, vol. 21, p. 2151 - 2166] [Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.1, 2.9.6, page 202 - 206]
[2]Gronowitz,S.; Namtvedt,J. [Acta Chemica Scandinavica (1947), 1967, vol. 21, p. 2151 - 2166]

4
[ 17303-83-2 ]
[ 60-34-4 ]
[ 17303-85-4 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol

Reference： [1]Gronowitz,S.; Namtvedt,J. [Acta Chemica Scandinavica (1947), 1967, vol. 21, p. 2151 - 2166]

5
[ 39856-58-1 ]
[ 17303-83-2 ]
[ 139268-20-5 ]

Yield	Reaction Conditions	Operation in experiment
	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; Ti₂CO₃ Yield given. Multistep reaction;

Reference： [1]Gronowitz, Salo; Malm, Johan; Hoernfeldt, Anna-Britta [Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 11.1, p. 2340 - 2351]

6
[ 614-76-6 ]
[ 17303-83-2 ]
[ 234-43-5 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; sodium carbonate 1) ethylene glycol dimethyl ether, reflux, 2) 1 h, reflux; Yield given. Multistep reaction;

Reference： [1]Yang, Youhua; Hoernfeldt, Anna-Britta; Gronowitz, Salo [Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 865 - 868]

7
[ 76-09-5 ]
[ 17303-83-2 ]
[ 632325-55-4 ]

Yield	Reaction Conditions	Operation in experiment
97%	In diethyl ether at 20℃; for 24h;
	In benzene at 95℃; for 4h;

Reference： [1]Dechant, Moritz; Fujii, Akihiko; Lehmann, Matthias; Ozaki, Masanori; Uzurano, Genya [Journal of Materials Chemistry C, 2021, vol. 9, # 17, p. 5689 - 5698]
[2]Lautens, Mark; Mancuso, John [Journal of Organic Chemistry, 2004, vol. 69, # 10, p. 3478 - 3487]

8
[ 90-11-9 ]
[ 17303-83-2 ]
[ 842167-29-7 ]

Yield	Reaction Conditions	Operation in experiment
46%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride In dichloromethane for 18h; Heating;

Reference： [1]Kumar, Subodh; Saravanan, Srinivasan; Reuben, Peter; Kumar, Atul [Journal of Heterocyclic Chemistry, 2005, vol. 42, # 7, p. 1345 - 1355]

9
[ 89682-86-0 ]
[ 17303-83-2 ]
2-(4-methoxy-5,6,7,8-tetrahydro-1-naphthyl)thiophene-3-carboxaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57%	With potassium fluoride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tri-tert-butyl phosphine In tetrahydrofuran; dichloromethane at 20℃; for 20h;

Reference： [1]Kumar, Subodh; Saravanan, Srinivasan; Reuben, Peter; Kumar, Atul [Journal of Heterocyclic Chemistry, 2005, vol. 42, # 7, p. 1345 - 1355]

10
[ 17303-83-2 ]
3-(2-methoxy-vinyl)-2-naphthalen-1-yl-thiophene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: 46 percent / CsF; Pd(PPh₃)4 / CH₂Cl₂ / 18 h / Heating 2.1: potassium tert-butoxide / tetrahydrofuran / 0.5 h / 20 °C 2.2: 1.08 g / tetrahydrofuran / 1 h / 20 °C

Reference： [1]Kumar, Subodh; Saravanan, Srinivasan; Reuben, Peter; Kumar, Atul [Journal of Heterocyclic Chemistry, 2005, vol. 42, # 7, p. 1345 - 1355]

11
[ 17303-83-2 ]
methyl (2Z)-3-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thien-3-yl]acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: benzene / 4 h / 95 °C 2: benzene / 16 h / 20 °C

Reference： [1]Lautens, Mark; Mancuso, John [Journal of Organic Chemistry, 2004, vol. 69, # 10, p. 3478 - 3487]

12
[ 17303-83-2 ]
methyl (2E)-3-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thien-3-yl]acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: benzene / 4 h / 95 °C 2: benzene / 16 h / 20 °C

Reference： [1]Lautens, Mark; Mancuso, John [Journal of Organic Chemistry, 2004, vol. 69, # 10, p. 3478 - 3487]

13
[ 17303-83-2 ]
[ 17303-88-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: N₂H₄ / ethanol 2: (i) nBuOH, (ii) /BRN= 1209226/, Et₂O

Reference： [1]Gronowitz,S.; Namtvedt,J. [Acta Chemica Scandinavica (1947), 1967, vol. 21, p. 2151 - 2166]

14
[ 17303-83-2 ]
[ 206547-71-9 ]
5-(3-Formyl-thiophen-2-yl)-2-[(4-methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-3-methyl-benzoic acid methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
379 mg (71%)		256 5-(3-Formyl-thiophen-2-yl)-2-[(4-methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-3-methyl-benzoic acid methyl ester EXAMPLE 256 5-(3-Formyl-thiophen-2-yl)-2-[(4-methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-3-methyl-benzoic acid methyl ester In the same manner as described in Example 241, 505.4 mg (1.0 mmol) of the product of Example 89 and 343.2 mg (2.2 mmol) of 3-formylthiophene-2-boronic acid provided 379 mg (71%) of the desired product as a pale yellow solid. Electrospray Mass Spec 537 (M+H).
379mg (71%)		256 5-(3-Formyl-thiophen-2-yl)-2-[(4-methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-3-methyl-benzoic acid methyl ester Example 256 5-(3-Formyl-thiophen-2-yl)-2-[(4-methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-3-methyl-benzoic acid methyl ester In the same manner as described in Example 241, 505.4mg (1.0 mmol) of the product of Example 89 and 343.2mg (2.2 mmol) of 3-formylthiophene-2-boronic acid provided 379mg (71%) of the desired product as a pale yellow solid. Electrospray Mass Spec 537 (M+H).

Reference： [1]Current Patent Assignee: PFIZER INC - US5929097, 1999, A
[2]Current Patent Assignee: PFIZER INC - EP938471, 2001, B1

15
[ 17303-83-2 ]
3-thiophenecarboxaldehyde dimethyl acetal [ No CAS ]
[ 222840-73-5 ]

Yield	Reaction Conditions	Operation in experiment
100%	With hydrogenchloride; sodium tetrahydroborate In ethanol	35.1 2-(4-Carboxyphenyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-3-(4,6-dimethylpyrimidin-2-yl)thiomethylthiophene Step 1. Preparation of 3-hydroxymethylthiophene-2-boronic acid (1): To a solution of 2-(dihydroxyboranyl)thiophene-3-carboxaldehyde (prepared from thiophene-3-carboxaldehyde dimethyl acetal by a modified literature procedure, see: Gronowitz, S. et al, (1967) Acta Chem. Scand. 21, 2151) (3.34 g, 0.214 mol) in ethanol (20 mL) at 0° C. under nitrogen was added NaBH4 (0.81 g, 0.21 mol) in portions in 10 min. After stirring for 30 min at 0° C., the mixture was quenched with water and NH4 Cl (sat'd aq.). The pH was adjusted with 1N HCl ~5-6 and the mixture was extracted with ethyl acetate (5*30 mL). Evaporation of the extracts afforded the title compound as a white powdery solid (3.5 g, 100%): 1 H NMR (400 MHz, Acetone-d6 +1 drop D2 O): δ7.52 (d, 1H), 7.03 (d, 1H), 4.78 (s, 2H). The product was kept under nitrogen at -20° C. to avoid decomposition.

Reference： [1]Current Patent Assignee: MERCK & CO INC - US6034089, 2000, A

16
[ 914498-26-3 ]
[ 17303-83-2 ]
[ 914498-08-1 ]

Yield	Reaction Conditions	Operation in experiment
65%	With potassium fluoride In 1,4-dioxane	12.1 Methyl 5-bromo-6-cyclohexyl-4-(2-methoxy-2-oxoethyl)-4H-thieno[3,2-]pyrrole-2 -carboxylate (prepared in analogy to Example 7, Step 2, substituting tert-butyl bromoacetate with methyl bromo EPO acetate) and (3-formyl-2-thienyl)boronic acid (1.2 eq.) were dissolved in dioxane (0.1 M) and treated with spray-dried KF (3.3 eq.). The solution was degassed by bubbling argon and Pd(Z-Bu3P)2 (0.24 eq.) was added, and the reaction mixture was left stirring overnight; the mixture was then absorbed on silica gel and the title compound isolated by chromatography (PE/EtOAc 9:1). Yield: 65%. 1H-NMR (400 MHz, CDCl3, 300 K, δ) 9.62 (s, IH), 7.63 (s, IH), 7.61 (d, IH, 75.5), 7.50 (d, IH, 75.5), 4.62 (s, 2H), 3.91 (s, 3H), 3.67 (s, 3H), 2.46-2.37 (m, IH), 1.80-0.80 (m, 10H); MS (ES+) m/z 446 (M+H)+.

Reference： [1]Current Patent Assignee: ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.R.L. - WO2006/119975, 2006, A1 Location in patent: Page/Page column 34-35

17
4-benzyl-2,4,6-triaza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione [ No CAS ]
[ 17303-83-2 ]
C₁₉H₁₇N₃O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	With iodine; potassium carbonate; triphenylphosphine In tetrahydrofuran; water at 60℃; for 36h;
60%	With iodine; potassium carbonate; triphenylphosphine In tetrahydrofuran; water at 60℃; for 36h;

Reference： [1]John, Jubi; Sajisha; Mohanlal, Smitha; Radhakrishnan [Chemical Communications, 2006, # 33, p. 3510 - 3512]
[2]Anas; John, Jubi; Sajisha; John, Joshni; Rajan, Rani; Suresh; Radhakrishnan [Organic and Biomolecular Chemistry, 2007, vol. 5, # 24, p. 4010 - 4019]

18
[ 14011-60-0 ]
[ 17303-83-2 ]
C₁₆H₂₀N₂O₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With iodine; potassium carbonate; triphenylphosphine In tetrahydrofuran; water at 60℃; for 36h;
79%	With iodine; potassium carbonate; triphenylphosphine In tetrahydrofuran; water at 60℃; for 36h;

Reference： [1]John, Jubi; Sajisha; Mohanlal, Smitha; Radhakrishnan [Chemical Communications, 2006, # 33, p. 3510 - 3512]
[2]Anas; John, Jubi; Sajisha; John, Joshni; Rajan, Rani; Suresh; Radhakrishnan [Organic and Biomolecular Chemistry, 2007, vol. 5, # 24, p. 4010 - 4019]

19
[ 17303-83-2 ]
[ 137121-70-1 ]
C₁₈H₁₅N₃O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With iodine; potassium carbonate; triphenylphosphine In tetrahydrofuran; water at 60℃; for 36h;
61%	With iodine; potassium carbonate; triphenylphosphine In tetrahydrofuran; water at 60℃; for 36h;

Reference： [1]John, Jubi; Sajisha; Mohanlal, Smitha; Radhakrishnan [Chemical Communications, 2006, # 33, p. 3510 - 3512]
[2]Anas; John, Jubi; Sajisha; John, Joshni; Rajan, Rani; Suresh; Radhakrishnan [Organic and Biomolecular Chemistry, 2007, vol. 5, # 24, p. 4010 - 4019]

20
[ 916672-81-6 ]
[ 17303-83-2 ]
C₃₁H₃₂N₂O₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	With iodine; potassium carbonate; 1,2-bis-(diphenylphosphino)ethane In tetrahydrofuran; water at 60℃; for 24h;

Reference： [1]Anas; John, Jubi; Sajisha; John, Joshni; Rajan, Rani; Suresh; Radhakrishnan [Organic and Biomolecular Chemistry, 2007, vol. 5, # 24, p. 4010 - 4019]

21
[ 16425-70-0 ]
[ 17303-83-2 ]
C₂₉H₂₈N₂O₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
38%	With iodine; potassium carbonate; 1,2-bis-(diphenylphosphino)ethane In tetrahydrofuran; water at 60℃; for 24h;

Reference： [1]Anas; John, Jubi; Sajisha; John, Joshni; Rajan, Rani; Suresh; Radhakrishnan [Organic and Biomolecular Chemistry, 2007, vol. 5, # 24, p. 4010 - 4019]

22
[ 17303-83-2 ]
[ 53384-84-2 ]
C₁₈H₂₄N₂O₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With iodine; potassium carbonate; triphenylphosphine In tetrahydrofuran; water at 60℃; for 36h;

Reference： [1]Anas; John, Jubi; Sajisha; John, Joshni; Rajan, Rani; Suresh; Radhakrishnan [Organic and Biomolecular Chemistry, 2007, vol. 5, # 24, p. 4010 - 4019]

23
[ 2372-88-5 ]
[ 17303-83-2 ]
[ 17303-85-4 ]

Yield	Reaction Conditions	Operation in experiment
85%

Reference： [1]Gronowitz,S.; Namtvedt,J. [Acta Chemica Scandinavica (1947), 1967, vol. 21, p. 2151 - 2166] [Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.1, 2.9.6, page 202 - 206]

24
[ 17303-83-2 ]
[ 302-01-2 ]
[ 17303-84-3 ]

Yield	Reaction Conditions	Operation in experiment
89%	In diethyl ether; ethanol adding hydrazine soln. to dihydroxyborane soln.; evapn. on waterbath;
89%

Reference： [1]Gronowitz, S.; Namtvedt, J. [Acta Chemica Scandinavica (1947), 1967, vol. 212, p. 2151 - 2166] [Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.1, 2.9.3, page 194 - 197]
[2]Gronowitz,S.; Namtvedt,J. [Acta Chemica Scandinavica (1947), 1967, vol. 21, p. 2151 - 2166] [Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.1, 2.9.6, page 202 - 206]

25
[ 619-67-0 ]
[ 17303-83-2 ]
[ 17303-87-6 ]

Yield	Reaction Conditions	Operation in experiment
96%

Reference： [1]Gronowitz,S.; Namtvedt,J. [Acta Chemica Scandinavica (1947), 1967, vol. 21, p. 2151 - 2166] [Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.1, 2.9.6, page 202 - 206]

26
[ 17303-83-2 ]
[ 5326-27-2 ]
[ 17303-90-1 ]

Reference： [1]Gronowitz,S.; Namtvedt,J. [Acta Chemica Scandinavica (1947), 1967, vol. 21, p. 2151 - 2166] [Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.1, 2.9.6, page 202 - 206]

27
[ 17303-83-2 ]
[ 302-01-2 ]
[ 17303-88-7 ]

Yield	Reaction Conditions	Operation in experiment
70%

Reference： [1]Gronowitz,S.; Namtvedt,J. [Acta Chemica Scandinavica (1947), 1967, vol. 21, p. 2151 - 2166] [Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.1, 2.9.6, page 202 - 206]

28
[ 1021918-82-0 ]
[ 17303-83-2 ]
[ 1021917-36-1 ]

Yield	Reaction Conditions	Operation in experiment
40.4%	Stage #1: 3-formylthiophene-2-boronic acid With sodium tetrahydroborate In methanol at 25℃; for 0.166667h; Stage #2: 6-bromo-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one In 1,4-dioxane; methanol; water at 140℃; for 0.5h; Microwave irradiation;	5.1.175.A 5.1.175 EXAMPLE 175: SYNTHESIS OF 6-(3- (HYDROX YMETHYL)THIOPHEN-2- YL)- 1 -((TETRAHYDR0-2H-P YRAN-4-YL)METHYL)- 1H-IMIDAZO[4,5-B]PYRAZIN-2(3H)-ONE[00712] A. 6-(3-(Hydroxymethyl)thiophen-2-yl)-l-((tetrahydro-2H-pyran-4- yl)methyl)-lH-imidazo[4,5-b]pyrazin-2(3H)-one. To a solution of 3-formylthiophen-2- ylboronic acid (0.156 g, 1 mmol) in methanol (2 mL) was added sodium tetrahydroborate (0.378 g, 10.00 mmol). The mixture was stirred at 25 °C for 10 min. 6-Bromo-l-((tetrahydro-2H-pyran-4-yl)methyl)-lH-imidazo[4,5-b]pyrazin-2(3H)-one (See Example 101. B) (0.157 g, 0.500 mmol), dichloro[l,r-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane (0.041 g, 0.050 mmol), potassium carbonate (0.138 g, 1.000 mmol), 1 ,4- dioxane (2 mL), and water (6.00 ml) were then added. The reaction mixture was heated in a Biotage Emrys Optimizer microwave reactor at 140 °C for 30 min. The reaction mixture was then extracted with ethyl acetate (3x 25 mL) and washed with aqueous sodium bicarbonate (3x 25 ml). The organic layers were combined, dried over sodium sulfate, filtered, and concentrated. The crude material was subjected to silica gel chromatography (100% ethyl acetate). Concentration of the desired fractions afforded the title compound (0.070 g, 40.4%) as an off white solid. 1H NMR (400 MHz, DMSO-fc) δ 12.09 (s, IH), 8.20 (s, IH), 7.54 (d, J=S.2, IH), 7.21 (d, J=S.2, IH), 5.30 (t, J=SA, IH), 4.67 (d, J=5.6, 2H), 3.85-3.82 (m, 2H), 3.73 (d, J=7.2, 2H), 3.27-3.22 (m, 2H), 2.15-2.07 (m, IH), 1.57- 1.54 (m, 2H), 1.34-1.23 (m, 2H); MS (ESI) m/z 347.1 [M+l]+.

Reference： [1]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO - WO2008/51493, 2008, A2 Location in patent: Page/Page column 219

29
[ 420797-72-4 ]
[ 17303-83-2 ]
[ 420797-93-9 ]

Yield	Reaction Conditions	Operation in experiment
54%	With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium bromide In 1,4-dioxane Inert atmosphere; Reflux;

Reference： [1]Location in patent: experimental part Kotian, Pravin L.; Krishnan, Raman; Rowland, Scott; El-Kattan, Yahya; Saini, Surendra K.; Upshaw, Ramanda; Bantia, Shanta; Arnold, Shane; Sudhakar Babu; Chand, Pooran [Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 11, p. 3934 - 3958]

30
[ 2142-69-0 ]
[ 17303-83-2 ]
[ 1149344-92-2 ]
[ 1149345-00-5 ]

Yield	Reaction Conditions	Operation in experiment
1: 34% 2: 21%	With potassium fluoride; palladium diacetate; di‐tert‐butyl‐(1‐phenylindol‐2‐yl)phosphane In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;

Reference： [1]Young, Lok Choi; Yu, Chan-Mo; Bum, Tae Kim; Heo, Jung-Nyoung [Journal of Organic Chemistry, 2009, vol. 74, # 10, p. 3948 - 3951]

31
[ 17303-83-2 ]
[ 71637-34-8 ]
[ 222840-73-5 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium tetrahydroborate In ethanol

Reference： [1]Blouin, Marc; Han, Yongxin; Burch, Jason; Farand, Julie; Mellon, Christophe; Gaudreault, Mireille; Wrona, Mark; Lévesque, Jean-François; Denis, Danielle; Mathieu, Marie-Claude; Stocco, Rino; Vigneault, Erika; Therien, Alex; Clark, Patsy; Rowland, Steve; Xu, Daigen; o'Neill, Gary; Ducharme, Yves; Friesen, Rick [Journal of Medicinal Chemistry, 2010, vol. 53, # 5, p. 2227 - 2238]

32
[ 461-72-3 ]
[ 17303-83-2 ]
C₄H₂SB(OH)2CHCNHCONHCO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
0%	With triethylamine; NaHCO₃ In ethanol; water byproducts: H2O, 5-[(3-thienyl)methylidene]imidazolidine-2,4-dione; dissolving hydantoin in hot water, addn. of NaHCO3 to pH 7, addn. of a soln. of boron compd. in ethanol, addn. of triethylamine, reflux for 72 h, cooling to room temp.;

Reference： [1]Gwynne, Erin A.; Holt, Jenna C.; Dwan, Jerrod R.; Appoh, Francis E.; Vogels, Christopher M.; Decken, Andreas; Westcott, Stephen A. [Helvetica Chimica Acta, 2010, vol. 93, # 6, p. 1093 - 1100]

33
[ 461-72-3 ]
[ 17303-83-2 ]
5-[(Z)-(thiophen-3-yl)methylidene]imidazolidine-2,4-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
64%	With sodium hydrogencarbonate; triethylamine In ethanol; water for 72h; Reflux;

Reference： [1]Location in patent: experimental part Gwynne, Erin A.; Holt, Jenna C.; Dwan, Jerrod R.; Appoh, Francis E.; Vogels, Christopher M.; Decken, Andreas; Westcott, Stephen A. [Helvetica Chimica Acta, 2010, vol. 93, # 6, p. 1093 - 1100]

34
[ 7342-82-7 ]
[ 17303-83-2 ]
[ 1318261-51-6 ]

Yield	Reaction Conditions	Operation in experiment
	With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ In toluene at 100℃; Inert atmosphere;

Reference： [1]Nicolaus, Norman; Franke, Patrick T.; Lautens, Mark [Organic Letters, 2011, vol. 13, # 16, p. 4236 - 4239]

35
[ 7342-82-7 ]
[ 17303-83-2 ]
[ 1318261-57-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate / toluene / 100 °C / Inert atmosphere 2.1: triphenylphosphine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere

Reference： [1]Nicolaus, Norman; Franke, Patrick T.; Lautens, Mark [Organic Letters, 2011, vol. 13, # 16, p. 4236 - 4239]

36
[ 89466-25-1 ]
[ 17303-83-2 ]
[ 1392144-27-2 ]