5-甲基-2,2'-联吡啶合成路线 （共 33 条）
反应条件
1: 3-Methylpyridine With n-butyllithium; 2-(dimethylamino)-ethanol in hexane
T=0°C; 1.5 h;
2: With tributyltin chloride in tetrahydrofuran; hexane
T=-78°C; 1 h;
3: alpha-chloropyridine With bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine in xylene
Stille coupling reaction; 12 h; Heating;
参考文献
Mathieu, Julien; Gros, Philippe; Fort, Yves
Tetrahedron Letters, 2001 , vol. 42, # 10 p. 1879 - 1881
反应条件
1: 3-Methylpyridine With n-butyllithium; 2-(dimethylamino)-ethanol in hexane
T=0°C; 1.5 h;
2: With tributyltin chloride in tetrahydrofuran; hexane
T=-78°C; 1 h;
3: 2-bromo-pyridine With bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine in xylene
Stille coupling reaction; 12 h; Heating;
参考文献
Mathieu, Julien; Gros, Philippe; Fort, Yves
Tetrahedron Letters, 2001 , vol. 42, # 10 p. 1879 - 1881
反应条件
1.1: 48percent HBr; Br2 / 1.5 h / -20 °C
1.2: aq. NaNO2 / -20 - 15 °C
1.3: 89 percent / aq. NaOH / -10 - 20 °C
2.1: 64 percent / Pd(PPh3)4 / toluene / 48 h / Heating
View Scheme
参考文献
Schubert, Ulrich S.; Eschbaumer, Christian; Heller, Marcel
Organic Letters, 2000 , vol. 2, # 21 p. 3373 - 3376
反应条件
1: 69 percent / I2 / 4 h / 80 °C
2: 99 percent / methacrolein; ammonium acetate; HCHO / 6 h / 75 °C
View Scheme
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
反应条件
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); potassium carbonate in tetrahydrofuran
Suzuki-Miyaura cross-coupling; 24 h; RefluxInert atmosphere;
参考文献
Guetz, Christoph; Luetzen, Arne
Synthesis, 2010 , # 1 p. 85 - 90
反应条件
bis-triphenylphosphine-palladium(II) chloride in m-xylene
10 h; Reflux;
参考文献
Kim, Minki; Kang, Chang Hoon; Hong, Subong; Lee, Won-Yong; Kim, Byeong Hyo
Inorganica Chimica Acta, 2013 , vol. 395, p. 145 - 150
反应条件
ammonium acetate; acetic acid in tetrahydrofuran
3 h; Heating; Yield given;
参考文献
Potts, Kevin T.; Winslow, Paul A.
Journal of Organic Chemistry, 1985 , vol. 50, # 25 p. 5405 - 5409
反应条件
1: 90 percent / pyridine / 0.33 h / 0 °C
2: 1.) t-BuLi, ZnCl2, 2.) LiCl, Pd(PPh3)4 / 1.) THF, pentane, -78 deg C, 30 min, 25 deg C, 2 h, 2.) reflux, 15 h
View Scheme
参考文献
Savage, Scott A.; Smith, Adam P.; Fraser, Cassandra L.
Journal of Organic Chemistry, 1998 , vol. 63, # 26 p. 10048 - 10051
反应条件
n-butyllithium
1) Et2O, hexane, THF, -78 deg C, 2) THF, -78 deg C, 5 min; Yield given. Multistep reaction;
参考文献
Uenishi, Jun'ichi; Tanaka, Takakazu; Nishiwaki, Kenji; Wakabayashi, Shoji; Oae, Shigeru; Tsukube, Hiroshi
Journal of Organic Chemistry, 1993 , vol. 58, # 16 p. 4382 - 4388
反应条件
tetrakis(triphenylphosphine) palladium(0); tert.-butyl lithium; lithium chloride; zinc(II) chloride
1.) THF, pentane, -78 deg C, 30 min, 25 deg C, 2 h, 2.) reflux, 15 h; Yield givenMultistep reaction;
参考文献
Savage, Scott A.; Smith, Adam P.; Fraser, Cassandra L.
Journal of Organic Chemistry, 1998 , vol. 63, # 26 p. 10048 - 10051
