N-(苄氧基羰基)-1,2,3,4-四氢吡啶合成路线 （共 25 条）
反应条件
1.1: NaHCO3 / H2O; tetrahydrofuran / 12 h / 20 °C
2.1: oxalyl chloride; dimethylsulfoxide; triethylamine / CH2Cl2 / -78 - 0 °C
2.2: 94 percent / aq. HCl / CH2Cl2 / 15 h / 20 °C
View Scheme
参考文献
Okitsu; Suzuki; Kobayashi
Journal of Organic Chemistry, 2001 , vol. 66, # 3 p. 809 - 823
反应条件
1.1: NaHCO3 / H2O; tetrahydrofuran / 12 h / 20 °C
2.1: oxalyl chloride; dimethylsulfoxide; triethylamine / CH2Cl2 / -78 - 0 °C
2.2: 94 percent / aq. HCl / CH2Cl2 / 15 h / 20 °C
View Scheme
参考文献
Okitsu; Suzuki; Kobayashi
Journal of Organic Chemistry, 2001 , vol. 66, # 3 p. 809 - 823
反应条件
sodium tetrahydroborate; cerium(III) chloride in methanol
T=0°C;
参考文献
Yamada, Hironari; Aoyagi, Sakae; Kibayashi, Chihiro
Tetrahedron Letters, 1996 , vol. 37, # 48 p. 8787 - 8790
反应条件
toluene-4-sulfonic acid in dichloromethane
T=20°C;
参考文献
Veerman, Johan J. N.; Klein, Jasper; Aben, Rene W. M.; Scheeren, Hans W.; Kruse, Chris G.; Van Maarseveen, Jan H.; Rutjes, Floris P. J. T.; Hiemstra, Henk
European Journal of Organic Chemistry, 2002 , # 18 p. 3133 - 3139
反应条件
1: 85 percent / PPh3; K2CO3 / (PPh3)2PdCl2 / dioxane / 7 h / 90 °C
2: 16 percent Spectr. / PhBr; K2CO3 / Herrmann catalyst (palladacycle) / toluene / 4 h / 110 °C
View Scheme
参考文献
Ferrali, Alessandro; Guarna, Antonio; Lo Galbo, Fabrizio; Occhiato, Ernesto G.
Tetrahedron Letters, 2004 , vol. 45, # 27 p. 5271 - 5274
反应条件
1: NaBH4 / methanol / 0.25 h / 0 °C
2: 5.34 g / H2SO4 / tetrahydrofuran / 1 h / 20 °C
View Scheme
参考文献
Takeuchi, Yasuo; Azuma, Kumiko; Oshige, Miyo; Abe, Hitoshi; Nishioka, Hiromi; Sasaki, Kenji; Harayama, Takashi
Tetrahedron, 2003 , vol. 59, # 10 p. 1639 - 1646
反应条件
potassium carbonate in N,N-dimethyl-formamide
T=10 - 80°C;
参考文献
Zhersh, Sergey; Buryanov, Volodymyr V.; Karpenko, Oleksandr V.; Grygorenko, Oleksandr O.; Tolmachev, Andrey A.
Synthesis, 2011 , # 22 art. no. Z72611SS, p. 3669 - 3674
反应条件
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine in 1,4-dioxane
T=50°C; 2 h; Product distribution; Further Variations:ReagentsTemperatures;
参考文献
Occhiato, Ernesto G.; Lo Galbo, Fabrizio; Guarna, Antonio
Journal of Organic Chemistry, 2005 , vol. 70, # 18 p. 7324 - 7330
反应条件
1: 87 percent / DIPEA / CH2Cl2 / 5 h / 20 °C
2: pTSA / CH2Cl2 / 20 °C
View Scheme
参考文献
Veerman, Johan J. N.; Klein, Jasper; Aben, Rene W. M.; Scheeren, Hans W.; Kruse, Chris G.; Van Maarseveen, Jan H.; Rutjes, Floris P. J. T.; Hiemstra, Henk
European Journal of Organic Chemistry, 2002 , # 18 p. 3133 - 3139
反应条件
1: 55 percent / LiAlH4 / diethyl ether / 3 h / 0 °C
2: 87 percent / DIPEA / CH2Cl2 / 5 h / 20 °C
3: pTSA / CH2Cl2 / 20 °C
View Scheme
参考文献
Veerman, Johan J. N.; Klein, Jasper; Aben, Rene W. M.; Scheeren, Hans W.; Kruse, Chris G.; Van Maarseveen, Jan H.; Rutjes, Floris P. J. T.; Hiemstra, Henk
European Journal of Organic Chemistry, 2002 , # 18 p. 3133 - 3139
