2-(三甲基甲硅烷基乙炔基)苯甲醚合成路线 （共 11 条）
反应条件
potassium hydroxide in methanol; water T=25°C; 0.5 h;
参考文献
Huang, Qinhua; Larock, Richard C.
Journal of Organic Chemistry, 2003 , vol. 68, # 3 p. 980 - 988
反应条件
1: With copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride in tetrahydrofuran
T=20°C; 2.5 h;
2: With water in tetrahydrofuran
参考文献
ELI LILLY AND COMPANY
Patent: WO2005/19184 A1, 2005 ;
Location in patent: Page/Page column 50 ;
WO 2005/019184 A1
反应条件
triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide
T=55°C; 2 h;
参考文献
Huang, Qinhua; Larock, Richard C.
Journal of Organic Chemistry, 2003 , vol. 68, # 3 p. 980 - 988
参考文献
3-Dimensional Pharmaceuticals, Inc.
Patent: US2002/169200 A1, 2002 ;
反应条件
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine
48 h; Heating;
参考文献
Brunner, Henri; Reimer, Alfred
Bulletin de la Societe Chimique de France, 1997 , vol. 134, # 3-4 p. 307 - 314
反应条件
palladium
Sonogashira coupling;
参考文献
Atienza; Mateo; de Frutos; Echavarren
Organic letters, 2001 , vol. 3, # 2 p. 153 - 155
反应条件
1: 1.)triphenylphosphine / 1.) CH2Cl2, 0 deg C, 15 min, 2.) 15 min
2: 1.) n-BuLi / 1.) THF, hexane, a) -78 deg C, 1 h, b) RT, 1 h, 2.) 1 h
View Scheme
参考文献
Barton, Thomas J.; Groh, Brian L.
Journal of Organic Chemistry, 1985 , vol. 50, # 2 p. 158 - 166
反应条件
n-butyllithium
1.) THF, hexane, a) -78 deg C, 1 h, b) RT, 1 h, 2.) 1 h; Yield given. Multistep reaction;
参考文献
Barton, Thomas J.; Groh, Brian L.
Journal of Organic Chemistry, 1985 , vol. 50, # 2 p. 158 - 166
反应条件
1: With cesium fluoride in dimethyl sulfoxide
T=20°C; 3 h; Schlenk technique;
2: With hydrogenchloride in water
T=0°C; pH=> 1;
参考文献
Yonemoto-Kobayashi, Misato; Inamoto, Kiyofumi; Tanaka, Yoshiyuki; Kondo, Yoshinori
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 23 p. 3773 - 3775
反应条件
1: tetrabutyl ammonium fluoride / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 120 h / Inert atmosphere
View Scheme
参考文献
Weisheit, Thomas; Escudero, Danie; Petzold, Holm; Goerls, Helmar; Gonzalez, Leticia; Weigand, Wolfgang
Dalton Transactions, 2010 , vol. 39, # 40 p. 9493 - 9504
