3-丙-2-基环己-2-烯-1-酮合成路线 （共 24 条）
反应条件
in tetrahydrofuran; diethyl ether
T=0 - 20°C; Inert atmosphere;
参考文献
Lifchits, Olga; Mahlau, Manuel; Reisinger, Corinna M.; Lee, Anna; Fares, Christophe; Polyak, Iakov; Gopakumar, Gopinadhanpillai; Thiel, Walter; List, Benjamin
Journal of the American Chemical Society, 2013 , vol. 135, # 17 p. 6677 - 6693
反应条件
disodium hydrogenphosphate; KHSO5*0.5KHSO4*0.5K2SO4; oxygen; palladium diacetate in acetonitrile
T=20°C; 18 h;
参考文献
Lu, Yingdong; Nguyen, Pierre Long; Levaray, Nicolas; Lebel, Heleine
Journal of Organic Chemistry, 2013 , vol. 78, # 2 p. 776 - 779
反应条件
1: With copper(l) iodide in diethyl ether
T=-20°C; Grignard reaction; 2 h;
2: With Mukayama reagent in tetrahydrofuran; diethyl ether
T=-78 - 20°C; 16 h;
参考文献
Kerr, William J.; Pearson, Colin M.; Thurston, Graeme J.
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 1 p. 47 - 50
反应条件
1.1: o-iodoxybenzoic acid (IBX); 4-methoxypyridine N-oxide / dimethylsulfoxide; CH2Cl2 / 1 h / 25 °C
2.1: CuBr*SMe2 / tetrahydrofuran / 0.5 h / -78 °C
2.2: N,N,N',N'-tetramethylethylenediamine / tetrahydrofuran / 0.5 h / -78 - 25 °C
3.1: o-iodoxybenzoic acid / dimethylsulfoxide / 20 °C
View Scheme
参考文献
Nicolaou; Gray, David L. F.; Montagnon, Tamsyn; Harrison, Scott T.
Angewandte Chemie - International Edition, 2002 , vol. 41, # 6 p. 996 - 1000
反应条件
1.1: o-iodoxybenzoic acid (IBX); 4-methoxypyridine N-oxide / dimethylsulfoxide; CH2Cl2 / 8 h / 25 °C
2.1: CuBr*SMe2 / tetrahydrofuran / 0.5 h / -78 °C
2.2: N,N,N',N'-tetramethylethylenediamine / tetrahydrofuran / 0.5 h / -78 - 25 °C
3.1: o-iodoxybenzoic acid / dimethylsulfoxide / 20 °C
View Scheme
参考文献
Nicolaou; Gray, David L. F.; Montagnon, Tamsyn; Harrison, Scott T.
Angewandte Chemie - International Edition, 2002 , vol. 41, # 6 p. 996 - 1000
反应条件
1: in diethyl ether
T=20°C; 0.5 h;
2: With sulfuric acid in tetrahydrofuran; diethyl ether; water
参考文献
Kyte, Brian G.; Rouviere, Pierre; Cheng, Qiong; Stewart, Jon D.
Journal of Organic Chemistry, 2004 , vol. 69, # 1 p. 12 - 17
反应条件
in tetrahydrofuran; pentane
T=-78°C; Inert atmosphere;
参考文献
Coote, Susannah C.; O'Brien, Peter; Whitwood, Adrian C.
Organic and Biomolecular Chemistry, 2008 , vol. 6, # 23 p. 4299 - 4314
反应条件
N,N,N',N,-tetramethylethylenediamine; tert.-butyl lithium; silica gel; sodium hydrogencarbonate
Yield given. Multistep reaction;
参考文献
Jin, Zhendong; Fuchs
Journal of the American Chemical Society, 1994 , vol. 116, # 13 p. 5995 - 5996
反应条件
diethyl ether
Eintragen des Reaktionsgemisches in wss. H2SO4 und anschliessendes Destillieren mit Wasser-Dampf;
参考文献
Woods et al.
Journal of the American Chemical Society, 1949 , vol. 71, p. 2028
反应条件
n-butyllithium
1.) THF, -70 deg C, 10h, 2.) RT, 36h; Yield given. Multistep reaction;
参考文献
Yamamoto, Yoshinori; Furuta, Toshiaki
Journal of Organic Chemistry, 1990 , vol. 55, # 13 p. 3971 - 3972
