2-溴-1,3,5-三甲基苯合成路线 （共 240 条）
反应条件
tert-butyl N,N,N',N'-tetraisopropylphosphorodiamidite; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate in toluene
T=105°C; Buchwald-Hartwig Coupling; 20 h; Inert atmosphereSchlenk technique;
参考文献
Roiban, Gheorghe-Doru; Mehler, Gerlinde; Reetz, Manfred T.
European Journal of Organic Chemistry, 2014 , vol. 2014, # 10 p. 2070 - 2076
反应条件
1.1: BuLi / hexane; diethyl ether / Heating
1.2: diethyl ether / Heating
2.1: sodium acetate; N2O4 / CCl4 / 0 °C
3.1: LiAlH4 / diethyl ether / -50 - -10 °C
View Scheme
参考文献
Hu, Yingmo; Ishikawa, Yui; Hirai, Katsuyuki; Tomioka, Hideo
Bulletin of the Chemical Society of Japan, 2001 , vol. 74, # 11 p. 2207 - 2218
反应条件
sodium; 1,3,5-trimethyl-benzene
T=150°C;
参考文献
Weiler
Chemische Berichte, 1900 , vol. 33, p. 344
Full Text Show Details
Jannasch; Weiler
Chemische Berichte, 1894 , vol. 27, p. 2521
反应条件
potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); Tedicyp in N,N-dimethyl-formamide
T=130°C; Heck reaction; 20 h;
参考文献
Battace, Ahmed; Feuerstein, Marie; Lemhadri, Mhamed; Zair, Touriya; Doucet, Henri; Santelli, Maurice
European Journal of Organic Chemistry, 2007 , # 19 p. 3122 - 3132
反应条件
1: 90 percent / Mg, (I2) / diethyl ether / 3 h / Heating
2: 95 percent / H2SO4 (80percent) / 0.5 h / Heating
View Scheme
参考文献
Ohno, Sachio; Shimizu, Hiroshi; Kataoka, Tadashi; Hori, Mikio
Journal of Organic Chemistry, 1984 , vol. 49, # 13 p. 2472 - 2478
反应条件
(2-phenyl-1H-inden-3-yl)-dicyclohexylphosphinium tetrafluoroborate; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate in ethylene glycol dimethyl ether
T=20 - 120°C; Buchwald-Hartwig amination; Inert atmosphere;
参考文献
Chen, Lei; Yu, Guang-Ao; Li, Fang; Zhu, Xiaolei; Zhang, Bei; Guo, Rui; Li, Xiaozhi; Yang, Qihua; Jin, Shan; Liu, Chenchen; Liu, Sheng-Hua
Journal of Organometallic Chemistry, 2010 , vol. 695, # 14 p. 1768 - 1775
反应条件
caesium carbonate; palladium diacetate; P(i-BuNCH2CH2)3N in toluene
T=80°C; Suzuki cross-coupling reaction;
参考文献
Urgaonkar, Sameer; Nagarajan; Verkade
Tetrahedron Letters, 2002 , vol. 43, # 49 p. 8921 - 8924
反应条件
Pd2Cl2(micro;-Cl)2(PEt3)2; tetra(n-butyl)ammonium hydroxide in 1,4-dioxane
T=100°C; 4 h; Inert atmosphere;
参考文献
Chaudhari, Kamal R.; Wadawale, Amey P.; Jain, Vimal K.
Journal of Organometallic Chemistry, 2012 , vol. 698, p. 15 - 21
反应条件
1: PTAS With tetrabutyl ammonium fluoride in water; dimethyl sulfoxide
T=20°C; 1 h;
2: 2-Bromo-1,3,5-trimethyl-benzene With tri-cyclo-hexyl-phosphine; palladium dichloride in water; dimethyl sulfoxide
T=80°C; 6 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: 2-Bromo-1,3,5-trimethyl-benzene With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; Negishi coupling reaction; 0.166667 h; Inert atmosphere;
2: With zinc(II) chloride in tetrahydrofuran; hexane
T=-78 - 20°C; Negishi coupling reaction; Inert atmosphere;
3: iodobenzene With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in tetrahydrofuran; hexane
T=60°C; Negishi coupling reaction; 2 h; Inert atmosphere;
参考文献
Liu, Qiang; Lan, Yu; Liu, Jing; Li, Gang; Wu, Yun-Dong; Lei, Aiwen
Journal of the American Chemical Society, 2009 , vol. 131, # 29 p. 10201 - 10210
