5,7-二氢-5-甲基-6H-二苯并[b,d]氮杂卓-6-酮合成路线 (共 12 条)
反应条件
1: 5,7-dihydro-dibenz[b,d]azepin-6-one With sodium hydride in N,N-dimethyl-formamide; mineral oil T=0 - 25°C; Inert atmosphere; 2: methyl iodide in N,N-dimethyl-formamide; mineral oil T=25°C; 1 h; Inert atmosphere;
参考文献
Tabata, Hidetsugu; Suzuki, Hiroyuki; Akiba, Kumi; Takahashi, Hideyo; Natsugari, Hideaki
Journal of Organic Chemistry, 2010 , vol. 75, # 17 p. 5984 - 5993
反应条件
aluminium trichloride T=90 - 180°C; Friedel-Crafts reaction; 2 h;
参考文献
Peters, Jens-Uwe; Galley, Guido; Jacobsen, Helmut; Czech, Christian; David-Pierson, Pascale; Kitas, Eric A.; Ozmen, Laurence
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 21 p. 5918 - 5923
反应条件
palladium diacetate; PCy3∙HBF4; sodium t-butanolate in toluene T=100°C; P=720 - 770 Torr; 0.166667 h; Inert atmosphere;
参考文献
Journal of Organic Chemistry, , vol. 75, # 19 p. 6445 - 6451
反应条件
1.1: pinacolborane; Et3N; 2-(dicyclohexylphosphino)biphenyl / Pd(OAc)2 / dioxane / 80 °C 1.2: 100 percent / aq. Ba(OH)2*8H2O / dioxane / 100 °C 2.1: NaNO2; aq. HCl / tetrahydrofuran / 0 °C 2.2: NaN3 / tetrahydrofuran / 0 - 20 °C 3.1: DIBALH / CH2Cl2 / -78 °C 4.1: NaClO2; 2-methyl-2-butene; NaH2PO4 / 2-methyl-propan-2-ol; H2O / 0 - 20 °C 5.1: 100 percent / DCC / CH2Cl2 / 20 °C 6.1: 76 percent / n-Bu3P / toluene / 20 °C 7.1: NaH / dimethylformamide / 0 - 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 11 p. 2323 - 2326
反应条件
1.1: pinacolborane; Et3N; 2-(dicyclohexylphosphino)biphenyl / Pd(OAc)2 / dioxane / 80 °C 1.2: 100 percent / aq. Ba(OH)2*8H2O / dioxane / 100 °C 2.1: NaNO2; aq. HCl / tetrahydrofuran / 0 °C 2.2: NaN3 / tetrahydrofuran / 0 - 20 °C 3.1: DIBALH / CH2Cl2 / -78 °C 4.1: NaClO2; 2-methyl-2-butene; NaH2PO4 / 2-methyl-propan-2-ol; H2O / 0 - 20 °C 5.1: 100 percent / DCC / CH2Cl2 / 20 °C 6.1: 76 percent / n-Bu3P / toluene / 20 °C 7.1: NaH / dimethylformamide / 0 - 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 11 p. 2323 - 2326
反应条件
1.1: NaNO2; aq. HCl / tetrahydrofuran / 0 °C 1.2: NaN3 / tetrahydrofuran / 0 - 20 °C 2.1: DIBALH / CH2Cl2 / -78 °C 3.1: NaClO2; 2-methyl-2-butene; NaH2PO4 / 2-methyl-propan-2-ol; H2O / 0 - 20 °C 4.1: 100 percent / DCC / CH2Cl2 / 20 °C 5.1: 76 percent / n-Bu3P / toluene / 20 °C 6.1: NaH / dimethylformamide / 0 - 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 11 p. 2323 - 2326
反应条件
1: DIBALH / CH2Cl2 / -78 °C 2: NaClO2; 2-methyl-2-butene; NaH2PO4 / 2-methyl-propan-2-ol; H2O / 0 - 20 °C 3: 100 percent / DCC / CH2Cl2 / 20 °C 4: 76 percent / n-Bu3P / toluene / 20 °C 5: NaH / dimethylformamide / 0 - 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 11 p. 2323 - 2326
反应条件
1: 100 percent / DCC / CH2Cl2 / 20 °C 2: 76 percent / n-Bu3P / toluene / 20 °C 3: NaH / dimethylformamide / 0 - 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 11 p. 2323 - 2326
反应条件
1: ammonium formate; palladium on activated charcoal / water; isopropyl alcohol / 20 °C / |Reflux 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C / |Cooling with ice; |Inert atmosphere 3: AlCl3, aluminium chloride / 1 h / 100 - 170 °C / |Inert atmosphere View Scheme
参考文献
Molecules, , vol. 18, # 9 p. 10747 - 10767
反应条件
1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C / |Cooling with ice; |Inert atmosphere 2: AlCl3, aluminium chloride / 1 h / 100 - 170 °C / |Inert atmosphere View Scheme
参考文献
Molecules, , vol. 18, # 9 p. 10747 - 10767