2,3,4,5,6,7-六氢-3-甲基茚-1-酮合成路线 (共 21 条)
反应条件
trifluoroacetic acid
T=20°C; Nazarov cyclization; 6 h;
参考文献
Occhiato, Ernesto G.; Prandi, Cristina; Ferrali, Alessandro; Guarna, Antonio; Venturello, Paolo
Journal of Organic Chemistry, 2003 , vol. 68, # 25 p. 9728 - 9741
反应条件
methanesulfonic acid; phosphorus pentoxide
T=60°C; 1-2 h;
参考文献
Jacobson, Richard M.; Lahm, George P.; Clader, John W.
Journal of Organic Chemistry, 1980 , vol. 45, # 3 p. 395 - 405
反应条件
PPA
T=60°C; Cyclization; Nazarov cyclization; 2 h;
参考文献
Batsanov, Andrei S.; Bridgewater, Brian M.; Howard, Judith A.K.; Hughes, Andrew K.; Wilson, Claire
Journal of Organometallic Chemistry, 1999 , vol. 590, # 2 p. 169 - 179
反应条件
1: 78 percent / In; NaI / dimethylformamide / 5.5 h / 0 °C
2: 38 percent / PPh3; HCOONa / Pd(OAc)2 / dimethylformamide / 4 h / 70 °C
View Scheme
参考文献
Ray, Devalina; Mal, Sajal K.; Ray, Jayanta K.
Synlett, 2005 , # 14 art. no. D09305ST, p. 2135 - 2140
反应条件
1: 82 percent / K2CO3 / (Ph3P)2PdCl2 / tetrahydrofuran; H2O / 0.5 h / 25 °C
2: 90 percent / Amberlyst 15 / CHCl3 / 15 h / 25 °C
3: 85 percent / TFA / 6 h / 20 °C
View Scheme
参考文献
Occhiato, Ernesto G.; Prandi, Cristina; Ferrali, Alessandro; Guarna, Antonio; Venturello, Paolo
Journal of Organic Chemistry, 2003 , vol. 68, # 25 p. 9728 - 9741
反应条件
1: HMPA; LHMDS / tetrahydrofuran / 2 h / -78 °C
2: 82 percent / K2CO3 / (Ph3P)2PdCl2 / tetrahydrofuran; H2O / 0.5 h / 25 °C
3: 90 percent / Amberlyst 15 / CHCl3 / 15 h / 25 °C
4: 85 percent / TFA / 6 h / 20 °C
View Scheme
参考文献
Occhiato, Ernesto G.; Prandi, Cristina; Ferrali, Alessandro; Guarna, Antonio; Venturello, Paolo
Journal of Organic Chemistry, 2003 , vol. 68, # 25 p. 9728 - 9741
反应条件
1: 90 percent / triethylamine / 4-(dimethylamino)pyridine / tetrahydrofuran / Heating
2: 53 percent / p-toluenesulfonic acid monohydrate, 4 Angstroem molecular sieves / toluene / Heating
View Scheme
参考文献
Jacobson, Richard M.; Lahm, George P.; Clader, John W.
Journal of Organic Chemistry, 1980 , vol. 45, # 3 p. 395 - 405
反应条件
potassium hydroxide in methanol; water
20 h; Heating;
参考文献
Bestmann, Hans Juergen; Pichl, Rainer; Zimmermann, Reiner
Chemische Berichte, 1993 , vol. 126, # 3 p. 725 - 732
反应条件
1: 90 percent / Amberlyst 15 / CHCl3 / 15 h / 25 °C
2: 85 percent / TFA / 6 h / 20 °C
View Scheme
参考文献
Occhiato, Ernesto G.; Prandi, Cristina; Ferrali, Alessandro; Guarna, Antonio; Venturello, Paolo
Journal of Organic Chemistry, 2003 , vol. 68, # 25 p. 9728 - 9741
反应条件
1: AlCl3 / CH2Cl2 / 1 h / Ambient temperature
2: BF3*Et2O / benzene / Heating
View Scheme
参考文献
Paquette, Leo A.; Fristad, William E.; Dime, David S.; Bailey, Thomas R.
Journal of Organic Chemistry, 1980 , vol. 45, # 15 p. 3017 - 3028