10,11-二氢二苯并[a,b]环庚烯-5-酮合成路线 （共 77 条）
反应条件
1: (i) Mg, (ii) /BRN= 1454355/, THF
2: Ac2O / Heating
View Scheme
参考文献
Winthrop,S.O. et al.
Journal of Organic Chemistry, 1962 , vol. 27, p. 230 - 240
反应条件
(i) NaNH2, liq. NH3, Et2O, (ii) /BRN= 1454355/; Multistep reaction;
参考文献
Villani,F.J. et al.
J. Med. Chem., 1964 , vol. 7, p. 457 - 460
反应条件
1: 88 percent / TiCl4 / benzene / 288 h / Ambient temperature
2: 65 percent / p-toluenesulfonic acid hydrate / 90 h / 120 °C
View Scheme
参考文献
Ciganek, Engelbert; Uyeda, Roy T.; Cohen, Marvin; Smith, Dewey H.
Journal of Medicinal Chemistry, 1981 , vol. 24, # 3 p. 336 - 341
反应条件
1: Na / 1,2-dimethoxy-ethane / 20 °C
2: 1,2-dimethoxy-ethane / 24 h / 20 °C
3: 98 percent / NaN3; trifluoroacetic acid / CH2Cl2 / 48 h / 20 °C
4: 73 percent / Zn / acetic acid / 24 h / 20 °C
5: Et3N / tetrahydrofuran / 0.33 h / 20 °C
6: NH3 / tetrahydrofuran / 0.5 h
7: 82 percent / NaH / tetrahydrofuran / Heating
View Scheme
参考文献
Tao; Timberlake
Synthesis, 2000 , # 10 p. 1449 - 1453
反应条件
(i) NaNH2, liq. NH3, (ii) /BRN= 1454355/; Multistep reaction;
参考文献
Miocque,M. et al.
Chimica Therapeutica, 1972 , vol. 7, p. 283 - 286
反应条件
bromine
Irradiation;
参考文献
Treibs; Klinkhammer
Chemische Berichte, 1951 , vol. 84, p. 671,679
反应条件
1: 1) 30percent NaOCH3 / 1) DMF, room temperature; 2) DMF, 6 h, 50 deg C; 3) 8 h, room temperature
2: 82 percent / 1N NaOH / ethanol; H2O / 1 h / Heating
3: 48 percent / H2 / PtO2 / tetrahydrofuran / 12 h / 60004.8 Torr / Ambient temperature
View Scheme
参考文献
Schlecker; Franke
1980 , vol. NO.10, p. 1507 - 1511
