5-吡啶-3-基-2-糠醛合成路线 （共 14 条）
反应条件
tetrakis(triphenylphosphine) palladium(0); sodium carbonate in ethylene glycol dimethyl ether
T=90°C; Suzuki coupling; 1 h;
参考文献
Yano, Jason K.; Denton, Travis T.; Cerny, Matthew A.; Zhang, Xiaodong; Johnson, Eric F.; Cashman, John R.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 24 p. 6987 - 7001
反应条件
1: furfural diethyl acetal With n-butyllithium; N,N,N',N,-tetramethylethylenediamine; zinc(II) chloride in tetrahydrofuran
T=-45 - 20°C; 2.16667 h;
2: 3-chloro-pyridine With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine in tetrahydrofuran
T=50°C; Further stages.;
参考文献
Gauthier Jr., Donald R.; Szumigala Jr., Ronald H.; Dormer, Peter G.; Armstrong III, Joseph D.; Volante; Reider, Paul J.
Organic Letters, 2002 , vol. 4, # 3 p. 375 - 378
反应条件
triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in ethanol
T=60°C; Suzuki cross-coupling reaction; 18 h;
参考文献
McClure; Roschangar; Hodson; Millar; Osterhout
Synthesis, 2001 , # 11 p. 1681 - 1685
反应条件
1: With hydrogenchloride; water in tetrahydrofuran
T=0 - 20°C; 2 h;
2: With ammonia in tetrahydrofuran; water
pH=8;
参考文献
Merck and Co., Inc.
Patent: US6642237 B1, 2003 ;
Location in patent: Page/Page column 107 ;
反应条件
tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran
T=20°C; 6 h; Inert atmosphere;
参考文献
Kim, Seung-Hoi; Rieke, Reuben D.
Journal of Organic Chemistry, 2013 , vol. 78, # 5 p. 1984 - 1993
反应条件
1: With palladium diacetate; xantphos in N-dodecane; butan-1-ol
T=25°C; Suzuki-Miyaura Coupling; 16 h; Inert atmosphereGlovebox;
2: With cesium hydroxide monohydrate in N-dodecane; water; butan-1-ol
T=25°C; Suzuki-Miyaura Coupling; Inert atmosphereGlovebox;
参考文献
Yang, Junfeng; Liu, Sijia; Zheng, Jian-Feng; Zhou, Jianrong
European Journal of Organic Chemistry, 2012 , # 31 p. 6248 - 6259,12
Title/Abstract Full Text Show Details
Yang, Junfeng; Liu, Sijia; Zheng, Jian-Feng; Zhou, Jianrong
European Journal of Organic Chemistry, 2012 , # 31 p. 6248 - 6259
反应条件
bis-triphenylphosphine-palladium(II) chloride; tetrabutylammomium bromide; potassium carbonate in chloroform; water
T=80 - 100°C; 0.166667 h;
参考文献
Bumagin; Veselov; Belov
Chemistry of Heterocyclic Compounds, 2014 , vol. 50, # 1 p. 19 - 25
Khim. Geterotsikl. Soedin., 2014 , vol. 50, # 1 p. 24 - 31,7
反应条件
potassium acetate; palladium diacetate in N,N-dimethyl acetamide
T=150°C; 20 h; Inert atmosphere;
参考文献
Dong, Jia Jia; Roger, Julien; Pogan, Franc; Doucet, Henri
Green Chemistry, 2009 , vol. 11, # 11 p. 1832 - 1846
反应条件
1.1: n-BuLi / dimethylformamide; hexane / 2 h / -20 °C
1.2: B(O-iPr)3 / dimethylformamide; hexane / -20 - 20 °C
1.3: AcOH; H2O / dimethylformamide; hexane / 20 °C
2.1: 84 percent / Et3N / PdCl2(dppf) / ethanol / 18 h / 60 °C
View Scheme
参考文献
McClure; Roschangar; Hodson; Millar; Osterhout
Synthesis, 2001 , # 11 p. 1681 - 1685
反应条件
1: Pd/(t-Bu)3P
2: hydrochloric acid / tetrahydrofuran; hexane; H2O / 2 h / 23 °C
View Scheme
参考文献
Gauthier Jr., Donald R.; Szumigala Jr., Ronald H.; Dormer, Peter G.; Armstrong III, Joseph D.; Volante; Reider, Paul J.
Organic Letters, 2002 , vol. 4, # 3 p. 375 - 378
