9-甲基-2,3,4,9-四氢-1H-咔唑-1-酮合成路线 （共 11 条）
反应条件
1: 2,3,4,9-tetrahydro-1H–carbazol-1-one With sodium hydride in acetone
T=20°C; 1 h; Inert atmosphere;
2: methyl iodide in acetone
T=20°C; 3 h; Inert atmosphere;
参考文献
Wu, Zhijie; Li, Ying; Cai, Yu; Yuan, Junying; Yuan, Chengye
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 17 p. 4903 - 4906
反应条件
1: 85 percent / PPA / toluene / 4 h / 110 °C
2: 82 percent / KOH / acetone / 2 h / 20 °C
View Scheme
参考文献
Maertens, Faye; Van Den Bogaert, An; Compernolle, Frans; Hoornaert, Georges J.
European Journal of Organic Chemistry, 2004 , # 22 p. 4648 - 4656
反应条件
trichlorophosphate
T=100°C; 2.5 h;
参考文献
Murakami; Ishii
Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 3 p. 711 - 719
反应条件
1: 1) LDA, HMPA / 1) THF
2: 71 percent / O2 / cyclohexane / 8 h / Irradiation
3: 76 percent / Bu3SnH, AIBN / benzene / 6 h / Heating; nucleophilic-type radical cyclizations of other indoles
View Scheme
参考文献
Yang, Chau-Chen; Chang, Han-Ting; Fang, Jim-Min
Journal of Organic Chemistry, 1993 , vol. 58, # 11 p. 3100 - 3105
反应条件
1: methanol; H2O
2: acetophenone (sensitizer) / benzene / Irradiation; other solvent, reaction time, without sensitizer; sensibility of irradiation
View Scheme
参考文献
Arnould, J.C.; Cossy, J.; Pete, J.P.
Tetrahedron, 1980 , vol. 36, p. 1585 - 1592
反应条件
1: methanol; H2O
2: acetophenone (sensitizer) / benzene / Irradiation; other solvent, reaction time, without sensitizer; sensibility of irradiation
View Scheme
参考文献
Arnould, J.C.; Cossy, J.; Pete, J.P.
Tetrahedron, 1980 , vol. 36, p. 1585 - 1592
反应条件
1: 94 percent / MeONa / toluene / 24 h
2: 88 percent / AcONa / H2O; methanol
3: 90 percent / CH3COOH, CF3COOH / 3 h / Heating
4: 1.) NaH / 1.) DMF, from 0 to 5 deg C, 1 h, 2.) DMF, a) from 0 to 5 deg C, 3 h, b) RT, 12 h
View Scheme
参考文献
Joseph, Delphine; Martarello, Laurent; Kirsch, Gilbert
Journal of Chemical Research, Miniprint, 1995 , # 9 p. 2001 - 2014
反应条件
1: 88 percent / AcONa / H2O; methanol
2: 90 percent / CH3COOH, CF3COOH / 3 h / Heating
3: 1.) NaH / 1.) DMF, from 0 to 5 deg C, 1 h, 2.) DMF, a) from 0 to 5 deg C, 3 h, b) RT, 12 h
View Scheme
参考文献
Joseph, Delphine; Martarello, Laurent; Kirsch, Gilbert
Journal of Chemical Research, Miniprint, 1995 , # 9 p. 2001 - 2014
反应条件
1.1: sulfuric acid / water; acetonitrile / 4 h / |Reflux
2.1: sodium hydride / acetone / 1 h / 20 °C / |Inert atmosphere
2.2: 3 h / 20 °C / |Inert atmosphere
View Scheme
参考文献
Wu, Zhijie; Li, Ying; Cai, Yu; Yuan, Junying; Yuan, Chengye
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 17 p. 4903 - 4906
参考文献
Ruberg; Small
Journal of the American Chemical Society, 1938 , vol. 60, p. 1591
