1,2,6,7-四氢-8H-茚并[5,4-b]呋喃-8-酮合成路线 (共 25 条)
反应条件
1: AlCl3 / 1,2-dichloro-ethane / 20 °C 2: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239
反应条件
1: SOCl2 / 75 °C 2: AlCl3 / 1,2-dichloro-ethane / 20 °C 3: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239
反应条件
1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 2: SOCl2 / 75 °C 3: AlCl3 / 1,2-dichloro-ethane / 20 °C 4: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: potassium carbonate / acetone / 5 h / Reflux 2.1: N,N-dimethyl-aniline / Inert atmosphere; Reflux 2.2: 25 °C 3.1: ozone / dichloromethane / -78 - 20 °C / Inert atmosphere 3.2: 20 °C 4.1: toluene-4-sulfonic acid / toluene / 0.75 h / Reflux 5.1: hydrogen / triethylamine; 5 Pd(II)/C(eggshell) / ethanol; tetrahydrofuran / 24 h / 35 °C / 4500.45 - 5250.53 Torr View Scheme
反应条件
1: toluene-4-sulfonic acid / toluene / 0.75 h / Reflux 2: hydrogen / triethylamine; 5 Pd(II)/C(eggshell) / ethanol; tetrahydrofuran / 24 h / 35 °C / 4500.45 - 5250.53 Torr View Scheme
反应条件
hydrogenchloride; AlCl3, aluminium chloride in benzene
参考文献
Wang, Bo; Zhang, Lijuan; Fu, Kaiyong; Luo, Yu; Lu, Wei; Tang, Jie
Organic Preparations and Procedures International, 2009 , vol. 41, # 4 p. 309 - 314
反应条件
triethylamine in ethyl acetate 3 h; Reflux;
参考文献
Wang, Bo; Zhang, Lijuan; Fu, Kaiyong; Luo, Yu; Lu, Wei; Tang, Jie
Organic Preparations and Procedures International, 2009 , vol. 41, # 4 p. 309 - 314
反应条件
1.1: NaH / tetrahydrofuran / 20 °C 1.2: 60 percent / tetrahydrofuran / 20 °C 2.1: 81 percent / H2; ethanolic NH3 / Raney-nickel / 40 °C / 3600.36 Torr View Scheme
参考文献
Uchikawa, Osamu; Fukatsu, Kohji; Tokunoh, Ryosuke; Kawada, Mitsuru; Matsumoto, Kiyoharu; Imai, Yumi; Hinuma, Shuji; Kato, Koki; Nishikawa, Hisao; Hirai, Keisuke; Miyamoto, Masaomi; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2002 , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: NaH / tetrahydrofuran / 0.5 h / 20 °C 1.2: 83 percent / tetrahydrofuran / 2 h / 20 °C 2.1: 32 percent / aq. H2O2; KOH / dimethylsulfoxide; H2O / 3 h / 20 °C View Scheme
参考文献
Yamano, Toru; Yamashita, Masayuki; Adachi, Mari; Tanaka, Mitsutaka; Matsumoto, Kiyoharu; Kawada, Mitsuru; Uchikawa, Osamu; Fukatsu, Kohji; Ohkawa, Shigenori
Tetrahedron Asymmetry, 2006 , vol. 17, # 2 p. 184 - 190
反应条件
1: cyanomethyl-phosphonic acid diethyl ester With sodium hydride in tetrahydrofuran; mineral oil T=20°C; Horner-Wadsworth-Emmons olefination; 0.5 h; 2: 1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one in tetrahydrofuran; mineral oil T=40°C; Horner-Wadsworth-Emmons olefination; 1 h;
参考文献
Koike, Tatsuki; Hoashi, Yasutaka; Takai, Takafumi; Nakayama, Masaharu; Yukuhiro, Nobuhito; Ishikawa, Takashi; Hirai, Keisuke; Uchikawa, Osamu
Journal of Medicinal Chemistry, 2011 , vol. 54, # 9 p. 3436 - 3444