1-氯-3,5-二甲氧基苯合成路线 (共 65 条)
反应条件
1: (i) MeMgI, THF, (ii) /BRN= 506751/, (iii) H2, H2SO4, Pd-C, AcOEt
2: Py*HCl / Heating
View Scheme
参考文献
Matsumoto; Stark; Meister
Journal of Medicinal Chemistry, 1977 , vol. 20, # 1 p. 17 - 24
反应条件
(i) MeMgI, THF, (ii) /BRN= 506751/, (iii) H2, H2SO4, Pd-C, AcOEt; Multistep reaction;
参考文献
Matsumoto; Stark; Meister
Journal of Medicinal Chemistry, 1977 , vol. 20, # 1 p. 17 - 24
反应条件
magnesium; copper(I) bromide; lithium bromide
1.) THF, reflux, 4 h, 2.) THF, RT; Yield given. Multistep reaction;
参考文献
Coolen, Hein K. A. C.; Meeuwis, Johannes A. M.; Van Leeuwen, Piet W. N. M.; Nolte, Roeland J. M.
Journal of the American Chemical Society, 1995 , vol. 117, # 48 p. 11906 - 11913
反应条件
trimethylstannyl chloride; sodium; Pd(Ph-BIAN)(DMFU)
1.) liq. NH3, irradiation, 4 h; 2.) DMF, 50 deg C, overnight; Yield given. Multistep reaction;
参考文献
Dol, Georg C.; Kamer, Paul C. J.; Van Leeuwen, Piet W. N. M.
European Journal of Organic Chemistry, 1998 , # 2 p. 359 - 364
反应条件
caesium carbonate; tris(dibenzylideneacetone)dipalladium (0) in 1,4-dioxane
Suzuki-Miyaura coupling; 6 h; Heating;
参考文献
Dai, Wei-Min; Li, Yannian; Zhang, Ye; Yue, Congyong; Wu, Jinlong
Chemistry - A European Journal, 2008 , vol. 14, # 18 p. 5538 - 5554
反应条件
TADDOLP(O)H; [Pd(OAc)2] in tetrahydrofuran
T=60°C; Kumada cross-coupling; 18 h;
参考文献
Ackermann, Lutz; Gschrei, Christian J.; Althammer, Andreas; Riederer, Melanie
Chemical Communications, 2006 , # 13 p. 1419 - 1421
反应条件
1: PTAS With tetrabutyl ammonium fluoride in tetrahydrofuran; water
T=20°C; 1 h;
2: 5-chloro-1,3-dimethoxybenzene With 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl; bis(η3-allyl-μ-chloropalladium(II)) in tetrahydrofuran; water
T=80°C; 8 h;
参考文献
Sahoo, Akhila K.; Oda, Takuro; Nakao, Yoshiaki; Hiyama, Tamejiro
Advanced Synthesis and Catalysis, 2004 , vol. 346, # 13-15 p. 1715 - 1727
反应条件
1: phenyl-trifluoro-silane With tetrabutyl ammonium fluoride; palladium diacetate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl in tert-butyl alcohol
T=20°C; Hiyama cross-coupling reaction; 0.0833333 h; Inert atmosphereSealed vial;
2: 5-chloro-1,3-dimethoxybenzene in tert-butyl alcohol
T=60°C; Hiyama cross-coupling reaction; Inert atmosphereSealed vial;
参考文献
Molander, Gary A.; Iannazzo, Laura
Journal of Organic Chemistry, 2011 , vol. 76, # 21 p. 9182 - 9187
反应条件
1: 1.) Mg; 2.) I2 / 1.) THF, reflux, 36 h; 2.) THF, 2 h
2: 79 percent / K2CO3 / Pd(DBA)2 / acetone; H2O / 18 h / Heating; different boronic acids and reaction time
View Scheme
参考文献
Dol, Georg C.; Kamer, Paul C. J.; Van Leeuwen, Piet W. N. M.
European Journal of Organic Chemistry, 1998 , # 2 p. 359 - 364
反应条件
Yield given. Multistep reaction;
参考文献
Dol, Georg C.; Kamer, Paul C. J.; Van Leeuwen, Piet W. N. M.
European Journal of Organic Chemistry, 1998 , # 2 p. 359 - 364