1,4-二氢-3(2H)-异喹啉酮合成路线 (共 37 条)
反应条件
1: 64 percent / CH2Cl2 / 48 h / 25 °C 2: 1) n-BuLi / 1) hexane, THF, -70 deg C, 15 min, 2a) -70 deg C, 1 h, b) r t., 10 min 3: 1) n-BuLi / 1) hexane, THF, -70 deg C, 15 min, 2) -40 deg C, 15 h 4: N(Et)3 / CH2Cl2 / 0.25 h / -5 °C 5: 71 percent / KOtBu / dimethylsulfoxide / 0.5 h / other 1,4-dihydroquinolinemesylates; conversion of 1,4-dihydroquinolines to 2-benzazepines View Scheme
参考文献
Groth, Ulrich; Richter, Lutz; Schoellkopf, Ulrich; Zindel, Juergen
Liebigs Annalen der Chemie, 1992 , # 11 p. 1179 - 1184
参考文献
v.Braun; Reich
Justus Liebigs Annalen der Chemie, 1925 , vol. 445, p. 246
参考文献
Hutchison; Marshall; Prager; et al.
Australian Journal of Chemistry, 1980 , vol. 33, # 12 p. 2699 - 2715
参考文献
v. Braun; Reich
Chemische Berichte, 1925 , vol. 58, p. 2767 Anm.
反应条件
hydrogenchloride Heating;
参考文献
Clift, Michael D.; Silverman, Richard B.
Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 10 p. 3122 - 3125
反应条件
1: With trichlorophosphate in tetrahydrofuran T=0°C; 1.08333 h; 2: With potassium permanganate; sulfuric acid 4 h;
参考文献
GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley
Patent: WO2013/102145 A1, 2013 ;
Location in patent: Paragraph 0241 ;
反应条件
1: POCl3 / tetrahydrofuran / 1 h / 0 °C 2: 2 N aq. H2SO4, KMnO4 / toluene / 6 h / Ambient temperature View Scheme
参考文献
Bartmann, W.; Konz, E.; Rueger, W.
Synthesis, 1988 , # 9 p. 680 - 683