6-甲氧基-2,3-二氢喹啉-4-酮合成路线 (共 14 条)
反应条件
potassium carbonate; palladium; cis-maleic acid Reagens 4: Palladium/Kohle, Reagens 5: Wasser;
参考文献
Elderfield; Maggiolo
Journal of the American Chemical Society, 1949 , vol. 71, p. 1906,1910
反应条件
palladium 10 on activated carbon; sodium hydroxide in water; isopropyl alcohol 16 h; Inert atmosphereReflux;
参考文献
Lange, Jens; Bissember, Alex C.; Banwell, Martin G.; Cade, Ian A.
Australian Journal of Chemistry, 2011 , vol. 64, # 4 p. 454 - 470
反应条件
trifluorormethanesulfonic acid in 1,2-dichloro-ethane
T=0 - 20°C; 0.25 h;
参考文献
Anderson, Kevin W.; Tepe, Jetze J.
Organic Letters, 2002 , vol. 4, # 3 p. 459 - 461
反应条件
hydrogenchloride; acetic acid
参考文献
Elderfield; Maggiolo
Journal of the American Chemical Society, 1949 , vol. 71, p. 1906,1910
Full Text Show Details
Johnson; Woroch; Buell
Journal of the American Chemical Society, 1949 , vol. 71, p. 1901,1905
反应条件
1: sodium t-butanolate / N,N-dimethyl-formamide / 2 h / 20 °C
2: trifluorormethanesulfonic acid / 1,2-dichloro-ethane
View Scheme
参考文献
Schmidt, Robert G.; Bayburt, Erol K.; Latshaw, Steven P.; Koenig, John R.; Daanen, Jerome F.; McDonald, Heath A.; Bianchi, Bruce R.; Zhong, Chengmin; Joshi, Shailen; Honore, Prisca; Marsh, Kennan C.; Lee, Chih-Hung; Faltynek, Connie R.; Gomtsyan, Arthur
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 5 p. 1338 - 1341
反应条件
1: potassium carbonate / dichloromethane / 3 h / 20 °C
2: sodium t-butanolate / N,N-dimethyl-formamide / 2 h / 20 °C
3: trifluorormethanesulfonic acid / 1,2-dichloro-ethane
View Scheme
参考文献
Schmidt, Robert G.; Bayburt, Erol K.; Latshaw, Steven P.; Koenig, John R.; Daanen, Jerome F.; McDonald, Heath A.; Bianchi, Bruce R.; Zhong, Chengmin; Joshi, Shailen; Honore, Prisca; Marsh, Kennan C.; Lee, Chih-Hung; Faltynek, Connie R.; Gomtsyan, Arthur
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 5 p. 1338 - 1341
反应条件
1: pyridine / 0.33 h / Heating
2: aq. HCl / dioxane / 3 h / Heating
3: 1.) PCl5, 2.) AlCl3 / 1.) benzene, from 5 deg C to 23 deg C, 30 min, 2.) benzene 15-20 deg C, 3.5 h
4: gl. AcOH, aq. HCl / 3.5 h / Heating
View Scheme
参考文献
Werbel, L. M.; Kesten, S. J.; Turner, W. R.
European Journal of Medicinal Chemistry, 1993 , vol. 28, # 11 p. 837 - 852
反应条件
1: aq. HCl / dioxane / 3 h / Heating
2: 1.) PCl5, 2.) AlCl3 / 1.) benzene, from 5 deg C to 23 deg C, 30 min, 2.) benzene 15-20 deg C, 3.5 h
3: gl. AcOH, aq. HCl / 3.5 h / Heating
View Scheme
参考文献
Werbel, L. M.; Kesten, S. J.; Turner, W. R.
European Journal of Medicinal Chemistry, 1993 , vol. 28, # 11 p. 837 - 852
反应条件
1: copper(l) iodide; potassium carbonate / toluene / 20 h / 18 - 140 °C / Inert atmosphere; Sealed
2: trifluorormethanesulfonic acid / dichloromethane / 1 h / 0 - 18 °C / Inert atmosphere
View Scheme
参考文献
Lange, Jens; Bissember, Alex C.; Banwell, Martin G.; Cade, Ian A.
Australian Journal of Chemistry, 2011 , vol. 64, # 4 p. 454 - 470
反应条件
1: 45 percent / ethylmagnesium bromide / tetrahydrofuran / 14 h
2: 95 percent / trifluoroacetic acid / 1 h / 100 °C / other reagents
View Scheme
参考文献
Kano, Shinzo; Ebata, Tsutomu; Shibuya, Shiroshi
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2105 - 2111