萘并(2,3-b)呋喃-4,9-二酮合成路线 (共 23 条)
反应条件
1: 35.2 percent / ceric ammonium nitrate / acetonitrile / 1 h / 0 °C
2: 64.7 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.25 h / -78 °C
View Scheme
参考文献
Wu, Chongming; Johnson, Randall K.; Mattern, Michael R.; Wong, Jackson C.; Kingston, David G. I.
Journal of Natural Products, 1999 , vol. 62, # 7 p. 963 - 968
反应条件
1: 85 percent / cerric ammonium nitrate / acetonitrile; H2O / 0.25 h / 0 - 5 °C
2: 20 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
参考文献
Godbole; Ranade; Joseph; Paradkar
Synthetic Communications, 2000 , vol. 30, # 16 p. 2951 - 2960
反应条件
1: SeO2; aq. H2O2 / CH2Cl2 / 36 h / 20 °C
2: KOH / methanol
3: 85 percent / aq. KOH / 8 h / 0 - 5 °C
4: 85 percent / cerric ammonium nitrate / acetonitrile; H2O / 0.25 h / 0 - 5 °C
5: 20 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
参考文献
Godbole; Ranade; Joseph; Paradkar
Synthetic Communications, 2000 , vol. 30, # 16 p. 2951 - 2960
反应条件
1: 85 percent / aq. KOH / 8 h / 0 - 5 °C
2: 85 percent / cerric ammonium nitrate / acetonitrile; H2O / 0.25 h / 0 - 5 °C
3: 20 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
参考文献
Godbole; Ranade; Joseph; Paradkar
Synthetic Communications, 2000 , vol. 30, # 16 p. 2951 - 2960
反应条件
1: 79 percent / POCl3 / 6 h / 80 °C
2: SeO2; aq. H2O2 / CH2Cl2 / 36 h / 20 °C
3: KOH / methanol
4: 15 percent / cerric ammonium nitrate / acetonitrile; H2O / 0.25 h / 0 - 5 °C
5: 20 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
参考文献
Godbole; Ranade; Joseph; Paradkar
Synthetic Communications, 2000 , vol. 30, # 16 p. 2951 - 2960
反应条件
1: SeO2; aq. H2O2 / CH2Cl2 / 36 h / 20 °C
2: KOH / methanol
3: 15 percent / cerric ammonium nitrate / acetonitrile; H2O / 0.25 h / 0 - 5 °C
4: 20 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
参考文献
Godbole; Ranade; Joseph; Paradkar
Synthetic Communications, 2000 , vol. 30, # 16 p. 2951 - 2960
反应条件
1: 15 percent / cerric ammonium nitrate / acetonitrile; H2O / 0.25 h / 0 - 5 °C
2: 20 percent / DDQ / benzene / 0.5 h / Heating
View Scheme
参考文献
Godbole; Ranade; Joseph; Paradkar
Synthetic Communications, 2000 , vol. 30, # 16 p. 2951 - 2960
反应条件
1.1: acetic acid / zinc chloride / Heating
2.1: MeOH; NaHCO3
2.2: 58 percent / CrO3; silica gel / CH2Cl2 / 20 °C
View Scheme
参考文献
Starling, Sergia M.; Raslan, Delio S.; De Oliveira, Alaide B.; Zani
Synthetic Communications, 1998 , vol. 28, # 19 p. 3567 - 3578
反应条件
1: selenium(IV) oxide; silica gel / dichloromethane / |Microwave irradiation
2: acetic acid; dihydrogen peroxide / 1 h / 75 °C
3: quinoline; chromium copper oxide / 2 h / |Reflux
View Scheme
参考文献
Reichstein, Alexandra; Vortherms, Silke; Bannwitz, Sven; Tentrop, Jan; Prinz, Helge; Mueller, Klaus
Journal of Medicinal Chemistry, 2012 , vol. 55, # 16 p. 7273 - 7284
反应条件
hydrogenchloride; lithium diisopropyl amide
1.) THF, hexane, a) -78 deg C, 30 min, b) from -78 deg C to 0 deg C, 20 min, 2.) THF, hexane, 0 deg C; Yield given. Multistep reaction;
参考文献
Koyanagi, Jyunichi; Yamamoto, Katsumi; Nakayama, Kouji; Tanaka, Akira
Journal of Heterocyclic Chemistry, 1994 , vol. 31, # 5 p. 1303 - 1304