4-氰基-4'-甲基联苯合成路线 （共 60 条）
反应条件
1: PdCl2(dppf) / tetrahydrofuran; diethyl ether / 20 °C 2: 89 percent / PhPdI(PPh3)2 / dimethylformamide / 2 h / Heating View Scheme
参考文献
Bumagin, N. A.; Luzikova, E. V.; Beletskaya, I. P.
Russian Journal of Organic Chemistry, 1995 , vol. 31, # 11 p. 1480 - 1486
Zhurnal Organicheskoi Khimii, 1995 , vol. 31, # 11 p. 1650 - 1656
反应条件
1: N,N-dimethyl-formamide / 24 h / 50 °C / Inert atmosphere 2: Ni(PCy3)2Cl2 / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 8 h / 90 °C / Inert atmosphere View Scheme
参考文献
Xie, Lan-Gui; Wang, Zhong-Xia
Angewandte Chemie - International Edition, 2011 , vol. 50, # 21 p. 4901 - 4904
反应条件
bathophenanthroline; sodium t-butanolate T=175°C; 6 h; Inert atmosphere;
参考文献
Shirakawa, Eiji; Itoh, Ken-Ichi; Higashino, Tomohiro; Hayashi, Tamio
Journal of the American Chemical Society, 2010 , vol. 132, # 44 p. 15537 - 15539
反应条件
bathophenanthroline; sodium t-butanolate T=182°C; 6 h; Inert atmosphere;
参考文献
Shirakawa, Eiji; Itoh, Ken-Ichi; Higashino, Tomohiro; Hayashi, Tamio
Journal of the American Chemical Society, 2010 , vol. 132, # 44 p. 15537 - 15539
反应条件
1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; n-butyllithium; 1,1'-bis(diphenylphosphanyl)ferrocenenickel(II) chloride; potassium iodide 1.) toluene, room temperature, 30 min, 2.) toluene, 80 deg C, 16 h; Yield given. Multistep reaction;
参考文献
Ueda, Masato; Saitoh, Atsushi; Oh-tani, Saori; Miyaura, Norio
Tetrahedron, 1998 , vol. 54, # 43 p. 13079 - 13086
反应条件
1-methyl-pyrrolidin-2-one
参考文献
Gray,G.W.; Mosley,A.
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1976 , p. 97 - 102
反应条件
bathophenanthroline; sodium t-butanolate T=178°C; 6 h; Inert atmosphere;
参考文献
Shirakawa, Eiji; Itoh, Ken-Ichi; Higashino, Tomohiro; Hayashi, Tamio
Journal of the American Chemical Society, 2010 , vol. 132, # 44 p. 15537 - 15539
反应条件
N-bromosuccinmide; dibenzoyl peroxide in tetrachloromethane Bromination; 2.5 h; Heating;
参考文献
Wachall, Bertil G.; Hector, Markus; Zhuang, Yan; Hartmann, Rolf W.
Bioorganic and Medicinal Chemistry, 1999 , vol. 7, # 9 p. 1913 - 1924
反应条件
1: With sodium bis(2-methoxyethoxy)aluminium dihydride in toluene T=-15 - -5°C; 2 h; Inert atmosphereLarge scale; 2: With sulfuric acid; water in ethyl acetate; toluene T=-5 - 50°C; Inert atmosphereLarge scale; Temperature;
参考文献
Ikemoto, Tomomi; Ito, Tatsuya; Hashimoto, Hideo; Kawarasaki, Tadao; Nishiguchi, Atsuko; Mitsudera, Hiroyuki; Wakimasu, Mitsuhiro; Tomimatsu, Kiminori
Organic Process Research and Development, 2000 , vol. 4, # 6 p. 520 - 525
反应条件
1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / -15 - -5 °C / |Inert atmosphere; |Large scale
1.2: -5 - 50 °C / |Inert atmosphere; |Large scale
2.1: sodium methylate / methanol; tetrahydrofuran / 1 h / 55 - 60 °C / |Large scale
3.1: 5 palladium on charcoal; hydrogen / tetrahydrofuran / 1.5 h / 35 - 40 °C / 1125.11 Torr / |Large scale
4.1: polyphosphoric acid / 12 h / 70 - 105 °C / |Large scale
View Scheme
参考文献
Ikemoto, Tomomi; Ito, Tatsuya; Hashimoto, Hideo; Kawarasaki, Tadao; Nishiguchi, Atsuko; Mitsudera, Hiroyuki; Wakimasu, Mitsuhiro; Tomimatsu, Kiminori
Organic Process Research and Development, 2000 , vol. 4, # 6 p. 520 - 525
