4-(2-吡啶基)苯甲醚合成路线 (共 81 条)
反应条件
1: 1-bromo-4-methoxy-benzene With (nBu)3MgLi in tetrahydrofuran
T=0°C; 0.0833333 h;
2: 2-bromo-pyridine With Cl2Ni(1,2-bis(diphenylphosphino)ethane) in tetrahydrofuran
T=0°C; Kumada-Corriu cross-coupling; Further stages.;
参考文献
Lau, Stephen Y. W.; Hughes, Greg; O'Shea, Paul D.; Davies, Ian W.
Organic Letters, 2007 , vol. 9, # 11 p. 2239 - 2242
反应条件
1: 1-bromo-4-methoxy-benzene With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; 0.833333 h;
2: With zinc dibromide in tetrahydrofuran; hexane
T=-78 - 20°C;
3: alpha-chloropyridine With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran
Heating; Further stages.;
参考文献
Simkovsky, Nadja M.; Ermann, Monika; Roberts, Stanley M.; Parry, David M.; Baxter, Andy D.
Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 16 p. 1847 - 1849
反应条件
1: p-MeOC6H4MnCl With IPr*hydrochloride; bis(acetylacetonate)nickel(II) in tetrahydrofuran
T=0°C; 0.5 h;
2: 2-bromo-pyridine in tetrahydrofuran
T=0 - 25°C; 1 h;
参考文献
Leleu, Anne; Fort, Yves; Schneider, Raphael
Advanced Synthesis and Catalysis, 2006 , vol. 348, # 9 p. 1086 - 1092
反应条件
potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); diphenylphosphine oxide in 1,4-dioxane
T=110°C; Suzuki coupling; 20 h;
参考文献
Billingsley, Kelvin L.; Buchwald, Stephen L.
Angewandte Chemie - International Edition, 2008 , vol. 47, # 25 p. 4695 - 4698
反应条件
silver(l) oxide; tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran
T=60°C; 10 h;
参考文献
Nokami, Toshiki; Tomida, Yutaka; Kamei, Toshiyuki; Itami, Kenichiro; Yoshida, Jun-Ichi
Organic Letters, 2006 , vol. 8, # 4 p. 729 - 731
反应条件
potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); (t-Bu)2P(O)H in 1,4-dioxane
T=110°C; Suzuki coupling; 20 h;
参考文献
Billingsley, Kelvin L.; Buchwald, Stephen L.
Angewandte Chemie - International Edition, 2008 , vol. 47, # 25 p. 4695 - 4698
反应条件
pyridine; copper(I) oxide; triphenylphosphine; PdI2 in 1-methyl-pyrrolidin-2-one
T=50 - 190°C; 6 h; Microwave irradiationInert atmosphere;
参考文献
Haley, Christopher K.; Gilmore, Christopher D.; Stoltz, Brian M.
Tetrahedron, 2013 , vol. 69, # 27-28 p. 5732 - 5736
反应条件
sodium carbonate; tetrakis(triphenylphosphine) palladium(0) in water; N,N-dimethyl-formamide
T=90°C;
参考文献
Handy, Scott T.; Wilson, Thomas; Muth, Aaron
Journal of Organic Chemistry, 2007 , vol. 72, # 22 p. 8496 - 8500
反应条件
tetrakis(triphenylphosphine) palladium(0); tetrabutyl ammonium fluoride; silver(l) oxide in tetrahydrofuran; N,N-dimethyl-formamide
T=90°C; 18 h;
参考文献
Napier, Spencer; Marcuccio, Sebastian M.; Tye, Heather; Whittaker, Mark
Tetrahedron Letters, 2008 , vol. 49, # 44 p. 6314 - 6315
反应条件
Pd0(tris(tert-butyl)phosphine)2; cesium fluoride in 1,4-dioxane
T=100°C; Stille cross-coupling; 48 h;
参考文献
Littke, Adam F.; Schwarz, Lothar; Fu, Gregory C.
Journal of the American Chemical Society, 2002 , vol. 124, # 22 p. 6343 - 6348