3,4,5,6,7,8-六氢薁-1(2H)-酮合成路线 (共 40 条)
反应条件
1: lithium alanate; diethyl ether 2: potassium hydrogen sulfate / unter vermindertem Druck 3: palladium/Al2O3 / 320 °C / 20 Torr View Scheme
参考文献
Braude; Forbes
Journal of the Chemical Society, 1953 , p. 2208,2214
反应条件
pyridine; tetrabutyl-ammonium chloride; bis(dibenzylideneacetone)-palladium(0) in N,N-dimethyl-formamide
T=100°C; P=760 Torr; 48 h;
参考文献
Gagnier, Steve V.; Larock, Richard C.
Journal of the American Chemical Society, 2003 , vol. 125, # 16 p. 4804 - 4807
反应条件
trans-4-fluoro-L-proline in dimethyl sulfoxide
T=50°C; 24 h;
参考文献
Chandler, Carley L.; List, Benjamin
Journal of the American Chemical Society, 2008 , vol. 130, # 21 p. 6737 - 6739
反应条件
1.1: PBr3 / CHCl3 / 1 h / 0 °C
1.2: CHCl3 / 1 h / Heating
2.1: n-BuLi / tetrahydrofuran / 0.5 h / 0 °C
2.2: tetrahydrofuran / 1 h
3.1: 98 percent / Pd(dba)2; pyridine; n-Bu4NCl / dimethylformamide / 48 h / 100 °C / 760 Torr
View Scheme
参考文献
Gagnier, Steve V.; Larock, Richard C.
Journal of the American Chemical Society, 2003 , vol. 125, # 16 p. 4804 - 4807
反应条件
potassium carbonate in water
4 h; Heating;
参考文献
Yurdakul, Aycil; Gurtner, Christian; Jung, Elena-Silvia; Lorenzi-Riatsch, Annalaura; Linden, Anthony; Guggisberg, Armin; Bienz, Stefan; Hesse, Manfred
Helvetica Chimica Acta, 1998 , vol. 81, # 8 p. 1373 - 1392
反应条件
triethylamine in pyridine; water
T=3 - 5°C; 5 h; (electrolysis);
参考文献
Torii,S. et al.
Journal of Organic Chemistry, 1976 , vol. 41, p. 166-169percent
反应条件
trifluoroacetic acid
Ambient temperature;
参考文献
Hiyama, Tamejiro; Shinoda, Masaki; Tsukanaka, Masao; Nozaki, Hitosi
Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 4 p. 1010 - 1014
反应条件
formic acid; phosphoric acid
T=90°C; 3 h;
参考文献
Hirano, Shigeo; Takagi, Seiji; Hiyama, Tamejiro; Nozaki, Hitosi
Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 1 p. 169 - 173
反应条件
1: KOH / ethanol; H2O / 20 h / Ambient temperature
2: Et3N / H2O; pyridine / 5 h / 3 - 5 °C / (electrolysis)
View Scheme
参考文献
Torii,S. et al.
Journal of Organic Chemistry, 1976 , vol. 41, p. 166-169percent
反应条件
methanesulfonic acid; phosphorus pentoxide
0.5 h;
参考文献
Matz, James R.; Cohen, Theodore
Tetrahedron Letters, 1981 , vol. 22, # 26 p. 2459 - 2462