2-溴-1,3,5-三甲基苯合成路线 (共 240 条)
反应条件
potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine in tetrahydrofuran
T=20°C; Suzuki-Miyaura Coupling; 18 h; Inert atmosphereGlovebox; Reagent/catalystConcentrationTemperature;
参考文献
Raders, Steven M.; Moore, Jane N.; Parks, Jacquelynn K.; Miller, Ashley D.; Leissing, Thomas M.; Kelley, Steven P.; Rogers, Robin D.; Shaughnessy, Kevin H.
Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 4649 - 4664
反应条件
1: o-tolyltris(2-propoxy)titanium With N-(diphenylphosphino)-2-phenyl-1H-indole; palladium diacetate in toluene
0.0833333 h; Inert atmosphere;
2: 2-Bromo-1,3,5-trimethyl-benzene in toluene
T=90°C; 1 h; Inert atmosphere;
参考文献
Lee, Hang Wai; Lam, Fuk Loi; So, Chau Ming; Lau, Chak Po; Chan, Albert S. C.; Kwong, Fuk Yee
Angewandte Chemie, International Edition, 2009 , vol. 48, # 40 p. 7436 - 7439
Angewandte Chemie, 2009 , vol. 121, # 40 p. 7572 - 7575
反应条件
PEPPSITM-IPr in tetrahydrofuran; 1,3-dimethyl-imidazolidin-2-one
T=60°C; Negishi cross-coupling; 24 h; Inert atmosphere;
参考文献
Nasielski, Joanna; Hadei, Nilofaur; Achonduh, George; Kantchev, Eric Assen B.; O'Brien, Christopher J.; Lough, Alan; Organ, Michael G.
Chemistry - A European Journal, 2010 , vol. 16, # 35 p. 10844 - 10853
反应条件
PEPPSITM-IPr in tetrahydrofuran; 1,3-dimethyl-imidazolidin-2-one
T=60°C; Negishi cross-coupling; 24 h; Inert atmosphere;
参考文献
Nasielski, Joanna; Hadei, Nilofaur; Achonduh, George; Kantchev, Eric Assen B.; O'Brien, Christopher J.; Lough, Alan; Organ, Michael G.
Chemistry - A European Journal, 2010 , vol. 16, # 35 p. 10844 - 10853
反应条件
1: 66 percent / Mg, (I2) / tetrahydrofuran / 4 h / Heating
2: 97 percent / HClO4 (70percent) / acetic acid / 0.5 h / Heating
3: 44 percent / Mg, (I2) / diethyl ether; tetrahydrofuran / 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
1: 1.) Mg / 1.) THF, 2.) THF, -40 deg C to -50 deg C, 1.5h
2: 49 percent / 1.68N HCl / diethyl ether
3: 1.) 1.5N n-butyllithium / 1.) THF, hexane, 2.) 20h, RT
4: 73 percent Spectr. / 2.14N HCl / tetrahydrofuran; diethyl ether
5: H2O2 / acetone
View Scheme
参考文献
Knaap, Th.A. van der; Klebach, Th.C.; Visser, F.; Bickelhaupt, F.; Ros, P.; et al.
Tetrahedron, 1984 , vol. 40, # 4 p. 765 - 776
反应条件
tert.-butyl lithium in hexane; water; pentane
参考文献
Ciba Specialty Chemicals Corporation
Patent: US5807905 A1, 1998 ;
反应条件
1: 1) t-BuLi, 2) tellurium, 3) K3Fe(CN)6
2: copper / toluene / Heating
3: 95 percent / NaIO4 / acetonitrile; methanol; H2O
View Scheme
参考文献
Akiba, Mitsuo; Lakshmikantham, M. V.; Jen, Kwan-Yue; Cava, Michael P.
Journal of Organic Chemistry, 1984 , vol. 49, # 25 p. 4819 - 4821
反应条件
tellurium; tert.-butyl lithium; potassium hexacyanoferrate(III)
Yield given. Multistep reaction;
参考文献
Oba, Makoto; Okada, Yasunori; Nishiyama, Kozaburo; Ando, Wataru
Organic Letters, 2009 , vol. 11, # 9 p. 1879 - 1881
反应条件
magnesium in tetrahydrofuran
1 h; Heating;
参考文献
Knotter, D. Martin; Grove, David M.; Smeets, Wilberth J.J.; Spek, Anthony L.; Van Koten, Gerard
Journal of the American Chemical Society, 1992 , vol. 114, # 9 p. 3400 - 3410