螺[3H-吲哚-3,3'-吡咯烷]-2(1H)-酮合成路线 (共 25 条)
反应条件
1.1: DCC / tetrahydrofuran / 6 h / Heating
2.1: t-BuOCl / CH2Cl2 / 10 h / 20 °C / Heating; in dark
2.2: Zn(OAc)2 / nitromethane / 1 h / 20 °C
3.1: H2 / 10 percent Pd-C / methanol / 40 h / 20 °C
View Scheme
参考文献
Chang, Meng-Yang; Pai, Chun-Li; Kung, Yung-Hua
Tetrahedron Letters, 2005 , vol. 46, # 49 p. 8463 - 8465
反应条件
1.1: 100 percent / BF3*Et2O / CH2Cl2 / 0.25 h / 20 °C
2.1: 88 percent / Jones reagent / acetone / 0.17 h / at ice bath
3.1: DCC / tetrahydrofuran / 6 h / Heating
4.1: t-BuOCl / CH2Cl2 / 10 h / 20 °C / Heating; in dark
4.2: Zn(OAc)2 / nitromethane / 1 h / 20 °C
5.1: H2 / 10 percent Pd-C / methanol / 40 h / 20 °C
View Scheme
参考文献
Chang, Meng-Yang; Pai, Chun-Li; Kung, Yung-Hua
Tetrahedron Letters, 2005 , vol. 46, # 49 p. 8463 - 8465
反应条件
1.1: t-BuOCl / CH2Cl2 / 10 h / 20 °C / Heating; in dark
1.2: Zn(OAc)2 / nitromethane / 1 h / 20 °C
2.1: H2 / 10 percent Pd-C / methanol / 40 h / 20 °C
View Scheme
参考文献
Chang, Meng-Yang; Pai, Chun-Li; Kung, Yung-Hua
Tetrahedron Letters, 2005 , vol. 46, # 49 p. 8463 - 8465
反应条件
hydrogenchloride in methanol; water
Rearrangement; 3 h; Heating;
参考文献
Somei; Noguchi; Yamagami; Kawada; Yamada
Heterocycles, 2000 , vol. 53, # 1 p. 7 - 10
反应条件
1: 82 percent / Et3Al / toluene
2: 1.) NaH
3: 1.) n-Bu3SnH, AIBN, 2.) Mg / 1.) benzene, 80 deg C, 1 h, 2.) MeOH, 24 h, room t.
4: TFA
View Scheme
参考文献
Cossy, Janine; Cases, Manuel; Gomez Pardo, Domingo
Tetrahedron Letters, 1998 , vol. 39, # 16 p. 2331 - 2332
反应条件
1: quinolinium camphorsulfonate / toluene / 80 °C
2: 82 percent / Et3Al / toluene
3: 1.) NaH
4: 1.) n-Bu3SnH, AIBN, 2.) Mg / 1.) benzene, 80 deg C, 1 h, 2.) MeOH, 24 h, room t.
5: TFA
View Scheme
参考文献
Cossy, Janine; Cases, Manuel; Gomez Pardo, Domingo
Tetrahedron Letters, 1998 , vol. 39, # 16 p. 2331 - 2332
反应条件
1: DIBAL-H / tetrahydrofuran / -78 °C
2: quinolinium camphorsulfonate / toluene / 80 °C
3: 82 percent / Et3Al / toluene
4: 1.) NaH
5: 1.) n-Bu3SnH, AIBN, 2.) Mg / 1.) benzene, 80 deg C, 1 h, 2.) MeOH, 24 h, room t.
6: TFA
View Scheme
参考文献
Cossy, Janine; Cases, Manuel; Gomez Pardo, Domingo
Tetrahedron Letters, 1998 , vol. 39, # 16 p. 2331 - 2332
反应条件
1: sodium hydride / tetrahydrofuran / 20 °C
2: trifluoroacetic acid / dichloromethane / 20 °C
3: sodium carbonate; methanol / 0.33 h / 0 °C
4: palladium on activated charcoal; hydrogen / methanol / 20 °C
View Scheme
参考文献
Goermen, Meral; Le Goff, Ronan; Lawson, Ata Martin; Daich, Adam; Comesse, Sebastien
Tetrahedron Letters, 2013 , vol. 54, # 17 p. 2174 - 2176
反应条件
1: trifluoroacetic acid / dichloromethane / 20 °C
2: sodium carbonate; methanol / 0.33 h / 0 °C
3: palladium on activated charcoal; hydrogen / methanol / 20 °C
View Scheme
参考文献
Goermen, Meral; Le Goff, Ronan; Lawson, Ata Martin; Daich, Adam; Comesse, Sebastien
Tetrahedron Letters, 2013 , vol. 54, # 17 p. 2174 - 2176
反应条件
trifluoroacetic acid
Yield given;
参考文献
Cossy, Janine; Cases, Manuel; Gomez Pardo, Domingo
Tetrahedron Letters, 1998 , vol. 39, # 16 p. 2331 - 2332