1H-吲哚-1-羧酸甲酯合成路线 (共 34 条)
反应条件
1: 94.3 percent / triethylamine / methanol / 16 h / Ambient temperature
2: 95.1 percent / NaH(50percent) / dimethylformamide / 4 h
3: 92.5 percent / titanium(III) chloride / methanol; H2O / 0.12 h / Ambient temperature
4: 1.) NaNO2, HCl (2N) 2.) KI / 1.) water, 5 deg C, 15 min, 2.) water, room temp., 30 min; 85 deg C, 5 min
5: 20.9 percent / triphenylphosphine, triethylamine / palladium acetate / acetonitrile / 13 h / 110 - 115 °C
View Scheme
参考文献
Somei; Tsuchiya
Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 11 p. 3145 - 3157
反应条件
tert-butylamine in dichloromethane
T=5 - 20°C;
参考文献
Suarez-Castillo, Oscar R.; Melendez-Rodriguez, Myriam; Morales-Garcia, Ana L.; Cano-Escudero, Indira C.; Contreras-Martinez, Yaneth M.A.; Morales-Rios, Martha S.; Joseph-Nathan, Pedro
Heterocycles, 2009 , vol. 78, # 6 p. 1463 - 1476
反应条件
1: indole; 1,1'-carbonyldiimidazole With 4-(N,N-dimethlyamino)pyridine in acetonitrile
Acylation; 8 h; Heating;
2: methanol in acetonitrile
Substitution; 16 h; Heating;
参考文献
Macor, John E.; Cuff, Alison; Cornelius, Lyndon
Tetrahedron Letters, 1999 , vol. 40, # 14 p. 2733 - 2736
反应条件
pyridine in toluene
4 h; Heating;
参考文献
Bennasar, M. Lluisa; Roca, Tomas; Monerris, Manuel; Garcia-Diaz, Davinia
Journal of Organic Chemistry, 2006 , vol. 71, # 18 p. 7028 - 7034
反应条件
1: 10 percent / (i-Pr)2NEt, BnNEt3(1+)*Cl(1-), Pd(OAc)2 / dimethylformamide / 2 h / 75 °C
2: 90 percent / p-TsOH / ethanol / 13 h / Ambient temperature
View Scheme
参考文献
Samizu, Kiyohiro; Ogasawara, Kunio
Heterocycles, 1995 , vol. 41, # 8 p. 1627 - 1630
反应条件
1: 60 percent / (i-Pr)2NEt, BnNEt3(1+)*Cl(1-), Pd(OAc)2 / dimethylformamide / 2 h / 75 °C
2: 90 percent / p-TsOH / ethanol / 13 h / Ambient temperature
View Scheme
参考文献
Samizu, Kiyohiro; Ogasawara, Kunio
Heterocycles, 1995 , vol. 41, # 8 p. 1627 - 1630
反应条件
lithium diisopropyl amide
1) diglyme, -78 deg C, 30 min, 2) r.t., 1 h; Yield given. Multistep reaction;
参考文献
Ito; Kobayashi; Seko; Saegusa
Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 1 p. 73 - 84
反应条件
1: 3.9 percent / Et3N / diethyl ether / 48 h / Ambient temperature
2: AcOH, 50percent H2SO4 (1 : 1) / 0.25 h / Heating
3: AcOH, 50percent H2SO4(1 : 1) / 4 h / Heating
View Scheme
参考文献
Albini, Franca Marinone; Albini, Enrico; Bandiera, Tiziano; Caramella, Pierluigi
Journal of Chemical Research, Miniprint, 1984 , # 2 p. 443 - 467
反应条件
1: 3.9 percent / Et3N / diethyl ether / 48 h / Ambient temperature
2: AcOH, 50percent H2SO4 (1 : 1) / 0.25 h / Heating
3: AcOH, 50percent H2SO4(1 : 1) / 4 h / Heating
4: 85 percent / Et4NBr, NaOH / CH2Cl2 / 0.5 h / 0 °C
View Scheme
参考文献
Albini, Franca Marinone; Albini, Enrico; Bandiera, Tiziano; Caramella, Pierluigi
Journal of Chemical Research, Miniprint, 1984 , # 2 p. 443 - 467
反应条件
1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 3.5 h / -10 - -5 °C
2.1: palladium diacetate; triphenylphosphine / 1,4-dioxane; toluene / |Inert atmosphere
2.2: 5.5 h / 85 °C / |Inert atmosphere
View Scheme
参考文献
Dairi, Kenza; Yao, Yuxing; Faley, Michael; Tripathy, Sasmita; Rioux, Elise; Billot, Xavier; Rabouin, Daniel; Gonzalez, Gerson; Lavallee, Jean-Francois; Attardo, Giorgio
Organic Process Research and Development, 2007 , vol. 11, # 6 p. 1051 - 1054