螺[环己烷-1,3'-吲哚]-2'(1'H)-酮合成路线 （共 46 条）
反应条件
1.1: potassium tert-butylate / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.17 h / 0 °C / Inert atmosphere
1.2: 2 h / 0 - 10 °C / Inert atmosphere
2.1: copper(l) iodide; N-acetyl-glycine; potassium iodide; sodium hydroxide / tert-butyl alcohol / 24 h / 100 °C
View Scheme
参考文献
Hsieh, Jen-Chieh; Cheng, An-Yi; Fu, Jun-Hao; Kang, Ting-Wei
Organic and Biomolecular Chemistry, 2012 , vol. 10, # 31 p. 6404 - 6409
反应条件
1: 80 percent Spectr. / tri-n-butylstannane, AIBN / toluene / Heating
2: 80 percent
View Scheme
参考文献
Jones, Keith; Thompson, Mervyn; Wright, Colin
Journal of the Chemical Society, Chemical Communications, 1986 , # 2 p. 115 - 116
反应条件
1: 85 percent / NaH / tetrahydrofuran / Heating
2: 80 percent Spectr. / tri-n-butylstannane, AIBN / toluene / Heating
3: 80 percent
View Scheme
参考文献
Jones, Keith; Thompson, Mervyn; Wright, Colin
Journal of the Chemical Society, Chemical Communications, 1986 , # 2 p. 115 - 116
反应条件
1: 95 percent / diethyl ether / 0 °C
2: 85 percent / NaH / tetrahydrofuran / Heating
3: 80 percent Spectr. / tri-n-butylstannane, AIBN / toluene / Heating
4: 80 percent
View Scheme
参考文献
Jones, Keith; Thompson, Mervyn; Wright, Colin
Journal of the Chemical Society, Chemical Communications, 1986 , # 2 p. 115 - 116
反应条件
1: 95 percent / diethyl ether / 0 °C
2: 85 percent / NaH / tetrahydrofuran / Heating
3: 80 percent Spectr. / tri-n-butylstannane, AIBN / toluene / Heating
4: 80 percent
View Scheme
参考文献
Jones, Keith; Thompson, Mervyn; Wright, Colin
Journal of the Chemical Society, Chemical Communications, 1986 , # 2 p. 115 - 116
反应条件
1: 48 percent / potassium hydroxide / dimethylsulfoxide / 24 h / Ambient temperature; 1.) room temperature, 24 h; 90 -100 deg C, 1.5 h
2: 74 percent / acetic acid, conc. sulphuric acid / 45 h / 50 °C
3: 77 percent / lithium hydride / dimethylformamide / 2.5 h / 140 °C
View Scheme
参考文献
Fleming, Ian; Loreto, Maria Antonietta; Wallace, Ian H.M.; Michael, Joseph P.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 349 - 360
反应条件
1: 27 percent / potassium hydroxide / dimethylsulfoxide / 24 h / Ambient temperature; 1.) room temperature, 24 h; 2.) 90-100 deg C, 1.5 h
2: 87 percent / acetic acid, conc. sulphuric acid / 45 h / 50 °C
3: 64 percent / lithium hydride / dimethylformamide / 2.5 h / 140 °C
View Scheme
参考文献
Fleming, Ian; Loreto, Maria Antonietta; Wallace, Ian H.M.; Michael, Joseph P.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 349 - 360
反应条件
1: 22 percent / potassium hydroxide / dimethylsulfoxide / 24 h / Ambient temperature; 1.) room temperature, 24 h; 2.) 1.5 h, 90-100 degC
2: 68 percent / acetic acid, conc. sulphuric acid / 45 h / 50 °C
3: 82.5 percent / lithium hydride / dimethylformamide / 2.5 h / 140 °C
View Scheme
参考文献
Fleming, Ian; Loreto, Maria Antonietta; Wallace, Ian H.M.; Michael, Joseph P.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 349 - 360
反应条件
1: 88 percent / toluene / 16 h / Heating
2: 66 percent / sodium ethoxide / ethanol / 0.5 h / Heating
3: 89 percent / m-chloroperbenzoic acid / CHCl3 / 3.5 h / 0 °C
4: 1.) aluminium trichloride; 2.) chromium trioxide, 98percent sulphuric acid / 1.) methylene dichloride, 5 deg C, 3 min; 2.) acetone, 20 deg C, 4 h
5: 1.) thionyl chloride; 2.) dry ammonia / 1.) 50 deg C, 24 h.; 2.) 5 deg C, 20 min
6: 77 percent / lithium hydride / dimethylformamide / 2.5 h / 140 °C
View Scheme
参考文献
Fleming, Ian; Loreto, Maria Antonietta; Wallace, Ian H.M.; Michael, Joseph P.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 349 - 360
反应条件
1: 87 percent / acetic acid, conc. sulphuric acid / 45 h / 50 °C
2: 64 percent / lithium hydride / dimethylformamide / 2.5 h / 140 °C
View Scheme
参考文献
Fleming, Ian; Loreto, Maria Antonietta; Wallace, Ian H.M.; Michael, Joseph P.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 349 - 360
