3-甲基-CBS-氧硼啶合成路线 （共 731 条）
反应条件
1: 4-methoxyphenyl magnesium bromide With PPh3 gold(I) chloro complex in tetrahydrofuran
T=-20 - 20°C; Inert atmosphere;
2: 2-iodo-pyridine With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in acetonitrile
Inert atmosphere;
参考文献
Hashmi, A. Stephen K.; Lothschuetz, Christian; Doepp, Rene; Rudolph, Matthias; Ramamurthi, Tanuja D.; Rominger, Frank
Angewandte Chemie - International Edition, 2009 , vol. 48, # 44 p. 8243 - 8246
反应条件
1-ethyl-2-pyrrolidinone; 4-(N,N-dimethlyamino)pyridine; phosphonic acid diethyl ester; nickel dichloride; zinc dibromide in tetrahydrofuran
T=20°C; 2 h;
参考文献
knochel, Paul; Gavriushin, Andrei; Kofink, Christiane Charlotte; Manolikakes, Georg
Patent: US2010/184977 A1, 2010 ;
Location in patent: Page/Page column 5 ;
反应条件
1: 3-fluoropyridine With HASPO; Ni(acac)2 in tetrahydrofuran
T=20°C; 0.0833333 h;
2: 4-methoxyphenyl magnesium bromide in tetrahydrofuran
T=20°C; Kumada cross-coupling; 24 h;
参考文献
Ackermann, Lutz; Born, Robert; Spatz, Julia H.; Meyer, Daniel
Angewandte Chemie - International Edition, 2005 , vol. 44, # 44 p. 7216 - 7219
反应条件
1: 3-chloro-pyridine With HASPO; Ni(acac)2 in tetrahydrofuran
T=20°C; 0.0833333 h;
2: 4-methoxyphenyl magnesium bromide in tetrahydrofuran
T=20°C; Kumada cross-coupling; 4 h;
参考文献
Ackermann, Lutz; Born, Robert; Spatz, Julia H.; Meyer, Daniel
Angewandte Chemie - International Edition, 2005 , vol. 44, # 44 p. 7216 - 7219
反应条件
PinP(O)H; [Pd(dibenzylideneacetone)2] in tetrahydrofuran; 1,4-dioxane
T=80°C; Kumada cross-coupling reaction; 22 h;
参考文献
Ackermann, Lutz; Althammer, Andreas
Organic Letters, 2006 , vol. 8, # 16 p. 3457 - 3460
反应条件
1.1: 73 percent / diethyl ether / 0 - 20 °C
2.1: TBAF / tetrahydrofuran
2.2: 71 percent / TBAF; (t-Bu)3P / [(allyl)PdCl]2 / tetrahydrofuran / 5 h / Heating
View Scheme
参考文献
Sahoo, Akhila K.; Oda, Takuro; Nakao, Yoshiaki; Hiyama, Tamejiro
Advanced Synthesis and Catalysis, 2004 , vol. 346, # 13-15 p. 1715 - 1727
反应条件
1: (i) SbF5, liq. SO2, (ii) H2O
View Scheme
参考文献
Yagupol'skii,L.M. et al.
Journal of Organic Chemistry USSR (English Translation), 1976 , vol. 12, p. 1920 - 1925
Zhurnal Organicheskoi Khimii, 1976 , vol. 12, # 9 p. 1967 - 1973
反应条件
1: SmI2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / 25 °C
2: pyridine / 2 h / 25 °C
View Scheme
参考文献
Fukuzawa; Niimoto; Sakai
Tetrahedron Letters, 1991 , vol. 32, # 52 p. 7691 - 7694
反应条件
in diethyl ether
T=0 - 20°C;
参考文献
Tsuji, Hayato; Shibano, Yuki; Takahashi, Tohru; Kumada, Makoto; Tamao, Kohei
Bulletin of the Chemical Society of Japan, 2005 , vol. 78, # 7 p. 1334 - 1344
反应条件
1.1: 69 percent / benzene / Heating
2.1: Na / diethyl ether / Heating
2.2: 1.6 percent / acetonitrile / 20 °C
View Scheme
参考文献
Qian, Ding-Quan; Liu, Bo; Shine, Henry J.; Guzman-Jimenez, Ilse Y.; Whitmire, Kenton H.
Journal of Physical Organic Chemistry, 2002 , vol. 15, # 3 p. 139 - 147
