4,4'-二甲基-2,2'-联吡啶合成路线 （共 79 条）
反应条件
1: lithium diisopropyl amide / tetrahydrofuran 2: potassium fluoride; 1,2,2-trichloro-1,1,2-trichloro-ethane / N,N-dimethyl-formamide / 20 °C / Inert atmosphere 3: Reflux; Inert atmosphere View Scheme
反应条件
1: 63 percent / Me3COK, O2 / dimethylformamide / 3040 Torr 2: 97 percent / H2SO4 / 18 h / Heating View Scheme
参考文献
Maerker; Case
Journal of the American Chemical Society, 1958 , vol. 80, p. 2745,2747
反应条件
1: 1) LiN<CH(CH3)2>2 / 1) THF, hexane, 1 h, 2) over night 2: 74.8 percent / PBr3 / benzene / 3 h / Heating 3: 91.7 percent / dimethylsulfoxide 4: 71.1 percent / 1) 20percent aq. KOH / 8 h / Heating View Scheme
参考文献
Ciana, Leopoldo Della; Hamachi, Itaru; Meyer, Thomas J.
Journal of Organic Chemistry, 1989 , vol. 54, # 7 p. 1731 - 1735
反应条件
1: 75 percent / potassium permanganate; water 2: thionyl chloride / 24 h / Heating 3: 484 mg / triethylamine / acetonitrile / 6 h View Scheme
参考文献
Postma, Tobias M.; Galloway, Warren R.J.D.; Cougnon, Fabien B. L.; Pantos, G. Dan; Stokes, Jamie E.; Spring, David R.
Synlett, 2013 , vol. 24, # 6 art. no. ST-2013-D0042-L, p. 765 - 769
反应条件
1: 1) LiN<CH(CH3)2>2 / 1) THF, hexane, 1 h, 2) over night 2: 80.5 percent / OSCl2 / benzene / 3 h / Heating View Scheme
参考文献
Nussbaumer, W.; Gruber, H.; Greber, G. F.
Monatshefte fuer Chemie, 1988 , vol. 119, p. 1 - 16
反应条件
in acetone inert atmosphere, Schlenk techniques; slurry (V- and Na-compds., bpy and solvent) stirring overnight at room temp., NaCl ppt. filtration off, NBu4ClO4 addn. to filtrate, solvent removal (vac.), residue washing (Et2O), redissoln. (acetone); distn. (A4 molecular sieve), pptn. on large excess Et2O addn., ppt. filtration off, washing (Et2O), vac. drying; elem. anal.;
参考文献
Castro, Stephanie L.; Sun, Ziming; Grant, Craig M.; Bollinger, John C.; Hendrickson, David N.; Christou, George
Journal of the American Chemical Society, 1998 , vol. 120, # 10 p. 2365 - 2375
反应条件
1: N-bromosuccinimide, benzoyl peroxide / CCl4 / 20 h / Heating
2: NaH / dimethylformamide / 0.5 h / 80 °C
View Scheme
参考文献
Strekowski, Lucjan; Mokrosz, Jerzy L.; Tanious, Farial A.; Watson, Rebecca A.; Harden, Donald; et al.
Journal of Medicinal Chemistry, 1988 , vol. 31, # 6 p. 1231 - 1240
反应条件
lithium diisopropyl amide in tetrahydrofuran
T=-78 - 20°C;
参考文献
Matyjaszewski, Krzysztof; Patten, Timothy E.; Xia, Jianhui
Journal of the American Chemical Society, 1997 , vol. 119, # 4 p. 674 - 680
反应条件
1.1: LDA / tetrahydrofuran / 2 h / 0 °C
1.2: 80 percent / tetrahydrofuran / 1 h / 20 °C
2.1: 96 percent / HBr / H2O / Heating
3.1: 78 percent / K2CO3; 18-crown-6 / acetone / Heating
View Scheme
参考文献
Abruna, H. D.; Denisevich, P.; Umana, M.; Meyer, Thomas J.; Murray, Royce W.
Journal of the American Chemical Society, 1981 , vol. 103, # 1 p. 1 - 5
反应条件
lithium diisopropyl amide
1) THF, 0 deg C, 1.5h, 2) THF, RT; Multistep reaction. Yields of byproduct given;
参考文献
Furue, Masaoki; Yoshidzumi, Toshiyuki; Kinoshita, Shuichi; Kushida, Takashi; Nozakura, Shun-ichi; Kamachi, Mikiharu
Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 5 p. 1632 - 1640
