(9ci)-1H-2-苯并吡喃-1,4(3h)-二酮合成路线 （共 19 条）
反应条件
1: SOCl2 / Heating
2: diethyl ether / -20 °C
3: 80 percent / H2SO4 / methanol / 1.5 h / -20 °C / kinetic of acid-catalysed decomposition of ω-diazoacetophenones, reaction in CD3OD, solvent isotope effect, substitution effect
View Scheme
参考文献
Chapyshev, S. V.; Kurkovskii, L. I.; Kartsev, V. G.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1987 , vol. 36, # 4 p. 765 - 770
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1987 , # 4 p. 837 - 842
反应条件
1: bromine; chlorobenzene / acetic acid / 3 h / 30 °C / |Inert atmosphere
2: water / 3 h / |Inert atmosphere; |Reflux
View Scheme
参考文献
Britton, Hugh; Catterick, David; Dwyer, Andrew N.; Gordon, Andrew H.; Leach, Stuart G.; McCormick, Chris; Mountain, Clive E.; Simpson, Alec; Stevens, David R.; Urquhart, Michael W. J.; Wade, Charles E.; Warren, John; Wooster, Nick F.; Zilliox, Audrey
Organic Process Research and Development, 2012 , vol. 16, # 10 p. 1607 - 1617
反应条件
1.1: triethylamine / 80 °C / |Inert atmosphere; |Heating; |Large scale
1.2: 14 h / 80 °C / |Large scale
2.1: bromine; chlorobenzene / acetic acid / 3 h / 30 °C / |Inert atmosphere
3.1: water / 3 h / |Inert atmosphere; |Reflux
View Scheme
参考文献
Britton, Hugh; Catterick, David; Dwyer, Andrew N.; Gordon, Andrew H.; Leach, Stuart G.; McCormick, Chris; Mountain, Clive E.; Simpson, Alec; Stevens, David R.; Urquhart, Michael W. J.; Wade, Charles E.; Warren, John; Wooster, Nick F.; Zilliox, Audrey
Organic Process Research and Development, 2012 , vol. 16, # 10 p. 1607 - 1617
反应条件
1: bromine / |Inert atmosphere
2: water / 3 h / |Inert atmosphere; |Reflux; |Large scale
View Scheme
参考文献
Britton, Hugh; Catterick, David; Dwyer, Andrew N.; Gordon, Andrew H.; Leach, Stuart G.; McCormick, Chris; Mountain, Clive E.; Simpson, Alec; Stevens, David R.; Urquhart, Michael W. J.; Wade, Charles E.; Warren, John; Wooster, Nick F.; Zilliox, Audrey
Organic Process Research and Development, 2012 , vol. 16, # 10 p. 1607 - 1617
反应条件
1: bromine / |Inert atmosphere
2: water / 3 h / |Inert atmosphere; |Reflux
View Scheme
参考文献
Britton, Hugh; Catterick, David; Dwyer, Andrew N.; Gordon, Andrew H.; Leach, Stuart G.; McCormick, Chris; Mountain, Clive E.; Simpson, Alec; Stevens, David R.; Urquhart, Michael W. J.; Wade, Charles E.; Warren, John; Wooster, Nick F.; Zilliox, Audrey
Organic Process Research and Development, 2012 , vol. 16, # 10 p. 1607 - 1617
反应条件
anschliessend Hydrolyse;
参考文献
Knott,E.B.
Journal of the Chemical Society, 1963 , p. 402 - 410
反应条件
1: 85 percent / NH4OAc / acetic acid / 6 h / 60 °C
2: 75 percent / NaOMe / methanol / 24 h / 20 °C
View Scheme
参考文献
Barcia, Jose C; Cruces, Jacobo; Estevez, Juan C; Estevez, Ramon J; Castedo, Luis
Tetrahedron Letters, 2002 , vol. 43, # 29 p. 5141 - 5144
反应条件
1: LiAlH4 / tetrahydrofuran
2: (i) aq. HIO4, H2SO4, EtOH, (ii) NaOH, AgNO3
View Scheme
参考文献
Duggleby,P.McC.; Holt,G.
Journal of the Chemical Society, 1962 , p. 3579 - 3582
反应条件
1: ammonium acetate / acetic acid / 15 h / 35 - 55 °C / |Inert atmosphere
2: sodium methylate / methanol / 23 h / 20 °C / |Inert atmosphere
View Scheme
参考文献
Britton, Hugh; Catterick, David; Dwyer, Andrew N.; Gordon, Andrew H.; Leach, Stuart G.; McCormick, Chris; Mountain, Clive E.; Simpson, Alec; Stevens, David R.; Urquhart, Michael W. J.; Wade, Charles E.; Warren, John; Wooster, Nick F.; Zilliox, Audrey
Organic Process Research and Development, 2012 , vol. 16, # 10 p. 1607 - 1617
