5,8-二氢异喹啉-5,8-二酮合成路线 (共 24 条)
反应条件
1: 95 percent / H2 / Pd-C / aq. ethanol / 2 h / 1551.44 Torr
2: 69 percent / CrO3 / acetic acid / 0.5 h / 40 °C
View Scheme
参考文献
Ryu, Chung-Kyu; Lee, In-Kyung; Jung, Sung-Hee; Kang, Hye-Young; Lee, Chong-Ock
Medicinal Chemistry Research, 2000 , vol. 10, # 1 p. 40 - 49
反应条件
bis-[(trifluoroacetoxy)iodo]benzene in water; acetonitrile
T=0°C;
参考文献
Barret; Daudon
Tetrahedron Letters, 1990 , vol. 31, # 34 p. 4871 - 4872
反应条件
1: 86 percent / conc. H2SO4, KNO3 / 6 h / 50 °C
2: 79 percent / activated carbon, FeCl3*6H2O, hydrazine / methanol / 16 h / Heating
3: 1.) Na2CO3, diazotized sulfanilic acid, 2.) sodium hydroxide, sodium dithionite / 1.) AcOH, 7-9 deg C, 30 min, 2.) water, 60 deg C, 30 min
4: 40 percent / 12 N H2SO4, 10percent potassium dichromate / CHCl3 / 0.17 h
View Scheme
参考文献
Potts, Kevin T.; Bhattacharjee, Debkumar; Walsh, Eileen B.
Journal of Organic Chemistry, 1986 , vol. 51, # 11 p. 2011 - 2021
反应条件
1: toluene / 4 h / |Reflux; |Dean-Stark
2: sodium tetrahydroborate / methanol / 3 h / 20 °C
3: sodium carbonate / dichloromethane / 6 h / 20 °C
4: hydrogenchloride / 1,4-dioxane / 7 h / |Inert atmosphere; |Reflux
5: N-bromosuccinmide; sulfuric acid / water; tetrahydrofuran / 48 h / 20 °C
View Scheme
参考文献
Naciuk, Fabricio F.; Milan, Julio C.; Andreao, Almir; Miranda, Paulo C.M.L.
Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 5026 - 5030
反应条件
1: sodium tetrahydroborate / methanol / 3 h / 20 °C
2: sodium carbonate / dichloromethane / 6 h / 20 °C
3: hydrogenchloride / 1,4-dioxane / 7 h / |Inert atmosphere; |Reflux
4: N-bromosuccinmide; sulfuric acid / water; tetrahydrofuran / 48 h / 20 °C
View Scheme
参考文献
Naciuk, Fabricio F.; Milan, Julio C.; Andreao, Almir; Miranda, Paulo C.M.L.
Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 5026 - 5030
反应条件
1: sodium carbonate / dichloromethane / 6 h / 20 °C
2: hydrogenchloride / 1,4-dioxane / 7 h / |Inert atmosphere; |Reflux
3: N-bromosuccinmide; sulfuric acid / water; tetrahydrofuran / 48 h / 20 °C
View Scheme
参考文献
Naciuk, Fabricio F.; Milan, Julio C.; Andreao, Almir; Miranda, Paulo C.M.L.
Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 5026 - 5030
反应条件
1: hydrogenchloride / 1,4-dioxane / 7 h / |Inert atmosphere; |Reflux
2: N-bromosuccinmide; sulfuric acid / water; tetrahydrofuran / 48 h / 20 °C
View Scheme
参考文献
Naciuk, Fabricio F.; Milan, Julio C.; Andreao, Almir; Miranda, Paulo C.M.L.
Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 5026 - 5030
反应条件
1: hydrogenchloride / 1,4-dioxane / 7 h / |Inert atmosphere; |Reflux; |Darkness
2: potassium tert-butylate / tert-butyl alcohol / 0.5 h / 80 °C
3: N-bromosuccinmide; sulfuric acid / water; tetrahydrofuran / 48 h / 20 °C
View Scheme
参考文献
Naciuk, Fabricio F.; Milan, Julio C.; Andreao, Almir; Miranda, Paulo C.M.L.
Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 5026 - 5030
反应条件
1: potassium tert-butylate / tert-butyl alcohol / 0.5 h / 80 °C
2: N-bromosuccinmide; sulfuric acid / water; tetrahydrofuran / 48 h / 20 °C
View Scheme
参考文献
Naciuk, Fabricio F.; Milan, Julio C.; Andreao, Almir; Miranda, Paulo C.M.L.
Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 5026 - 5030
反应条件
water; Nitrate
Nitration; Oxidation; Irradiation; Quantum yieldKinetics;
参考文献
Beitz, Toralf; Bechmann, Wolfgang; Mitzner, Rolf
Chemosphere, 1999 , vol. 38, # 2 p. 351 - 361