2-溴-1,3,5-三甲基苯合成路线 (共 240 条)
反应条件
1: sodium; benzene
2: diluted nitric acid / 115 - 130 °C / im Einschlussrohr
View Scheme
参考文献
Jannasch; Weiler
Chemische Berichte, 1894 , vol. 27, p. 3444
Chemische Berichte, 1895 , vol. 28, p. 531
反应条件
1: PPh3; Et3N / Pd(OAc)2 / dimethylformamide
2: 61 percent / LiHMDS / tetrahydrofuran
3: 73 percent / DIBAH / toluene
View Scheme
参考文献
Nakamura, Mitsuhiro; Mamino, Masashi; Masaki, Mizuki; Maki, Shojiro; Matsui, Ryo; Kojima, Satoshi; Hirano, Takashi; Ohmiya, Yoshihiro; Niwa, Haruki
Tetrahedron Letters, 2005 , vol. 46, # 1 p. 53 - 56
反应条件
1: PPh3; Et3N / Pd(OAc)2 / dimethylformamide
2: 61 percent / LiHMDS / tetrahydrofuran
3: 73 percent / DIBAH / toluene
4: 71 percent / MnO2 / CH2Cl2
View Scheme
参考文献
Nakamura, Mitsuhiro; Mamino, Masashi; Masaki, Mizuki; Maki, Shojiro; Matsui, Ryo; Kojima, Satoshi; Hirano, Takashi; Ohmiya, Yoshihiro; Niwa, Haruki
Tetrahedron Letters, 2005 , vol. 46, # 1 p. 53 - 56
反应条件
1: 2-Bromo-1,3,5-trimethyl-benzene With magnesium in tetrahydrofuran
T=50°C;
2: 2,6-Dibromopyridine With Ni(PCy3)2Br2 in tetrahydrofuran; 1,4-dioxane
T=50°C;
参考文献
Zheng, Zhanjiang; Elmkaddem, Mohammed Kamal; Fischmeister, Cedric; Roisnel, Thierry; Thomas, Christophe M.; Carpentier, Jean-Francois; Renaud, Jean-Luc
New Journal of Chemistry, 2008 , vol. 32, # 12 p. 2150 - 2158
反应条件
P4; Ti(N[t-Bu](3,5-Me2C6H3))3 in benzene
T=20°C; Inert atmosphere;
参考文献
Cossairt, Brandi M.; Cummins, Christopher C.
New Journal of Chemistry, 2010 , vol. 34, # 8 p. 1533 - 1536
反应条件
1: tetrahydrofuran / 2 h / 0 °C
2: 82 percent / pyridinium dichromate / dimethylformamide / 96 h / Ambient temperature
View Scheme
参考文献
Biali,S.E.; Rappoport,Z.
Journal of the American Chemical Society, 1985 , vol. 107, p. 1007
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / |Inert atmosphere
1.2: 0.25 h / 0 °C / |Inert atmosphere
2.1: acetonitrile-D3 / 25 °C / |Inert atmosphere
View Scheme
参考文献
Delpozo, Juan; Carrasco, Desiree; Perez-Temprano, Monica H.; Garcia-Melchor, Max; Alvarez, Rosana; Casares, Juan A.; Espinet, Pablo
Angewandte Chemie - International Edition, 2013 , vol. 52, # 8 p. 2189 - 2193
Angew. Chem., 2013 , vol. 125, # 8 p. 2245 - 2249
反应条件
sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0); 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl in toluene
T=140°C; P=75006 Torr; 70 h;
参考文献
Herrmann, Wolfgang A.; Schneider, Sabine K.; Oefele, Karl; Sakamoto, Masato; Herdtweck, Eberhardt
Journal of Organometallic Chemistry, 2004 , vol. 689, # 15 p. 2441 - 2449
反应条件
1: 2-Bromo-1,3,5-trimethyl-benzene With 1-norborn-1-yl-2,2,6,6-tetramethyl-phosphorinane*HBF4; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex in toluene
0.25 h;
2: 1-phenyl-propan-1-one in toluene
T=20°C; 48 h;
参考文献
Brenstrum, Tim; Clattenburg, Julie; Britten, James; Zavorine, Serguei; Dyck, Jeff; Robertson, Alan J.; McNulty, James; Capretta, Alfredo
Organic Letters, 2006 , vol. 8, # 1 p. 103 - 105
反应条件
sodium t-butanolate; (SIPr)Pd(allyl)Cl in tetrahydrofuran
T=60°C; 6 h;
参考文献
Viciu, Mihai S.; Germaneau, Romain F.; Nolan, Steven P.
Organic Letters, 2002 , vol. 4, # 23 p. 4053 - 4055