3,4-二氢-2H-菲-1-酮合成路线 (共 48 条)
反应条件
palladium on activated charcoal 1) THF, heating, 2 h, 2) 290 deg C, 1 h; 0.007 Torr, 300 deg C, 2 h, 350 deg C, 2 h; Yield given. Multistep reaction;
参考文献
Chemische Berichte, , vol. 120, p. 247 - 250
反应条件
1: amalgamated zinc; aqueous HCl 2: AlCl3; dinitrobenzene / -10 °C 3: amalgamated zinc; concentrated aqueous HCl; acetic acid / weiteres Reagens: Toluol 4: palladium coal / 300 - 320 °C View Scheme
参考文献
Bachmann; Struve
Journal of Organic Chemistry, 1939 , vol. 4, p. 472,477
Journal of Organic Chemistry, 1940 , vol. 5, p. 416,420, 427
反应条件
1: diethyl ether; benzene / 0 °C 2: palladium coal / 310 - 320 °C View Scheme
参考文献
Bachmann; Wilds
Journal of the American Chemical Society, 1938 , vol. 60, p. 624,626
反应条件
1: platinum; ethanol / Hydrogenation 2: platinum; glacial acetic acid / Hydrogenation View Scheme
参考文献
Cook; Dodds; Lawson
Proceedings of the Royal Society of London, Series B: Biological Sciences, 1937 , vol. 121, p. 133,140
反应条件
1: potassium ethylate; diethyl ether 2: potassium ethylate; methanol / Erhitzen des Reaktionsprodukts unter 0,3 Torr auf Siedetemperatur View Scheme
参考文献
Haworth
Journal of the Chemical Society, 1932 , p. 1125,1131
反应条件
1: 2.) PBr3, 3.) LiBr, Li2CO3 / 2.) CH2Cl2, DMF, 0 deg C, 3 h, reach to room temperature, 3.) 100 deg C, 3 h 2: 1.) isoamylnitrite, 2.) DDQ / 1.) DME, reflux, 15 min, 2.) reflux, 16 h View Scheme
参考文献
Minuti, Lucio; Taticchi, Aldo; Gacs-Baitz, Eszter; Marrocchi, Assunta
Tetrahedron, 1998 , vol. 54, # 36 p. 10891 - 10898
参考文献
Bachmann; Wendler
Journal of the American Chemical Society, 1946 , vol. 68, p. 2580,2583
反应条件
methanol; ammonium cerium(IV) nitrate; sulfuric acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone
1.) 20 deg C, 2.) methanol, 0 deg C, 240 min; Yield given. Multistep reaction;
参考文献
Lupattelli, Paolo; Ruzziconi, Renzo; Scafato, Patrizia; Alunni, Sergio; Paolobelli, Anna Belli
Journal of Organic Chemistry, 1998 , vol. 63, # 13 p. 4506 - 4509
反应条件
1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
1.2: PhCOCl / tetrahydrofuran; hexane / 3 h / -78 - 20 °C
1.3: 55 percent / t-BuOK / tetrahydrofuran; hexane / 3 h / Heating
2.1: 95 percent / OXONE; H2O / tetrahydrofuran / 12 h / 0 - 20 °C
3.1: 99 percent / TfOH / 2 h / 5 - 20 °C
View Scheme
参考文献
Orita, Akihiro; Yaruva, Jayamma; Otera, Junzo
Angewandte Chemie - International Edition, 1999 , vol. 38, # 15 p. 2267 - 2270
反应条件
1.1: 98 percent / TfOH / 2 h / 5 - 20 °C
2.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
2.2: PhCOCl / tetrahydrofuran; hexane / 3 h / -78 - 20 °C
2.3: 55 percent / t-BuOK / tetrahydrofuran; hexane / 3 h / Heating
3.1: 95 percent / OXONE; H2O / tetrahydrofuran / 12 h / 0 - 20 °C
4.1: 99 percent / TfOH / 2 h / 5 - 20 °C
View Scheme
参考文献
Orita, Akihiro; Yaruva, Jayamma; Otera, Junzo
Angewandte Chemie - International Edition, 1999 , vol. 38, # 15 p. 2267 - 2270