5-甲基-2,2'-联吡啶合成路线 （共 33 条）
反应条件
1: N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile / tetrachloromethane 2: 1,3,5,7-tetra-azatricyclo[5.1.1.13,5]decane / dichloromethane View Scheme
参考文献
Bos, Jeffrey; Fusetti, Fabrizia; Driessen, Arnold J. M.; Roelfes, Gerard
Angewandte Chemie - International Edition, 2012 , vol. 51, # 30 p. 7472 - 7475
反应条件
1: 2-(2-pyridyl)-5-methylpyridine With N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile in tetrachloromethane T=85°C; 8 h; Inert atmosphere; 2: sodium acetate With acetic acid 36 h; Reflux; 3: With hydrogenchloride in water 51 h; Reflux; Overall yield = 144 mg;
参考文献
Nakamura, Takashi; Ube, Hitoshi; Shiro, Motoo; Shionoya, Mitsuhiko
Angewandte Chemie - International Edition, 2013 , vol. 52, # 2 p. 720 - 723
Angew. Chem., 2013 , vol. 125, # 2 p. 748 - 751,4
反应条件
1: 43 percent / NBS, AIBN / CCl4 / 7 h / Heating; Irradiation 2: 83 percent / CCl4 / 5 h / Heating 3: 50 percent / aq. AcOH / 5 h / Heating View Scheme
参考文献
Polin, Johann; Schmohel, Erich; Balzani, Vincenzo
Synthesis, 1998 , # 3 p. 321 - 324
反应条件
potassium permanganate in water T=90°C; 6 h;
参考文献
Killeen, J. Scott; Browne, Wesley R.; Skupin, Marc; Fuhrhop, Juergen-Hinrich; Vos, Johannes G.
New Journal of Chemistry, 2003 , vol. 27, # 7 p. 1078 - 1083
反应条件
ammonium acetate in formamide
1.) 60 deg C, 4 h, 2.) r.t., 16 h;
参考文献
Esch, J. H. van; Hoffmann, M. A. M.; Nolte, R. J. M.
Journal of Organic Chemistry, 1995 , vol. 60, # 6 p. 1599 - 1610
反应条件
tetrakis(triphenylphosphine) palladium(0) in toluene
T=110°C; 48 h;
参考文献
Hyun, Soo Lee; Schultz, Peter G.
Journal of the American Chemical Society, 2008 , vol. 130, # 40 p. 13194 - 13195
反应条件
potassium fluoride; copper(l) iodide; palladium diacetate; di-(1-adamantyl)-n-butylphosphine in N,N-dimethyl-formamide
T=90°C; Hiyama coupling; 12 h; Inert atmosphere;
参考文献
Blakemore, David C.; Marples, Louise A.
Tetrahedron Letters, 2011 , vol. 52, # 32 p. 4192 - 4195
反应条件
potassium fluoride; copper(l) iodide; palladium diacetate; di-(1-adamantyl)-n-butylphosphine in N,N-dimethyl-formamide
T=90°C; Hiyama coupling; 12 h; Inert atmosphere;
参考文献
Blakemore, David C.; Marples, Louise A.
Tetrahedron Letters, 2011 , vol. 52, # 32 p. 4192 - 4195
反应条件
1: 2-bromo-pyridine With tert.-butyl lithium in tetrahydrofuran; pentane
T=-78°C; 0.5 h;
2: With zinc(II) chloride in tetrahydrofuran; pentane
T=20°C; 2.5 h;
3: 2-bromo-5-methyl-pyridine With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran; pentane
T=20°C; Negishi cross-coupling reaction; 18 h; Further stages.;
参考文献
Kiehne; Bunzen; Staats; Luetzen
Synthesis, 2007 , # 7 p. 1061 - 1069
反应条件
ammonium acetate; formaldehyd; 2-methyl-2-propenal
T=75°C; 6 h;
参考文献
Ballardini, Roberto; Balzani, Vincenzo; Clemente-Leon, Miguel; Credi, Alberto; Teresa Gandolfi, Maria; Ishow, Elena; Perkins, Julie; Fraser Stoddart; Tseng, Hsian-Rong; Wenger, Sabine
Journal of the American Chemical Society, 2002 , vol. 124, # 43 p. 12786 - 12795
