7,8-二氢萘并[2,3-d][1,3]二氧杂环戊烯-5(6H)-酮合成路线 (共 26 条)
反应条件
1: 75 percent / p-toluenesulfonic acid monohydrate / acetonitrile / Ambient temperature
2: 55 percent / mercury(II) oxide, BF3*Et2O / tetrahydrofuran; H2O
View Scheme
参考文献
Rigby, James H.; Kotnis, Atul; Kramer, James
Journal of Organic Chemistry, 1990 , vol. 55, # 17 p. 5078 - 5088
反应条件
aluminium trichloride
参考文献
Sanchez, I. H.; Mendoza, M. T.; Aguilar, M. A.; Martell, A. E.; Gonzalez, M. E.; Lemini, C.
Chemistry Letters, 1980 , p. 1501 - 1502
反应条件
1.1: 74 percent / BBr3 / CH2Cl2 / 3 h / 0 - 20 °C
2.1: CsF / dimethylformamide / 3 h / 20 °C
2.2: 66 percent / dimethylformamide / 2 h / 100 °C
View Scheme
参考文献
Harayama, Takashi; Yasuda, Hirotake; Akiyama, Toshihiko; Takeuchi, Yasuo; Abe, Hitoshi
Chemical and Pharmaceutical Bulletin, 2000 , vol. 48, # 6 p. 861 - 864
参考文献
Sanchez, I. H.; Mendoza, M. T.; Aguilar, M. A.; Martell, A. E.; Gonzalez, M. E.; Lemini, C.
Chemistry Letters, 1980 , p. 1501 - 1502
反应条件
1: 94 percent / KOH / ethanol / 2 h / Ambient temperature
2: 87 percent / polyphosphonate ester / CHCl3; diethyl ether / 5 h / Ambient temperature
View Scheme
参考文献
Esteban, Gemma; Lopez-Sanchez, Miguel A.; Martinez, Ma. Eugenia; Plumet, Joaquin
Tetrahedron, 1998 , vol. 54, # 1-2 p. 197 - 212
反应条件
2: pyridine / CH2Cl2 / 1 h / 10 °C
3: NaOH/H2O / 1) EtOH, H2O, reflux, 12 h; 2) NaOH, reflux, 12 h; 3) HCl 1:1
4: 88 percent / ethyl polyphosphate / 1 h / 30 °C
View Scheme
参考文献
Smidrkal, Jan
Collection of Czechoslovak Chemical Communications, 1984 , vol. 49, # 6 p. 1412 - 1420
反应条件
1: pyridine / CH2Cl2 / 1 h / 10 °C
2: NaOH/H2O / 1) EtOH, H2O, reflux, 12 h; 2) NaOH, reflux, 12 h; 3) HCl 1:1
3: 88 percent / ethyl polyphosphate / 1 h / 30 °C
View Scheme
参考文献
Smidrkal, Jan
Collection of Czechoslovak Chemical Communications, 1984 , vol. 49, # 6 p. 1412 - 1420
反应条件
1: polyphosphoric acid / dichloromethane / 2 h / Reflux
2: hydrogen bromide / 4 h / Reflux
3: potassium fluoride / N,N-dimethyl-formamide / 6 h / 140 °C
View Scheme
参考文献
Liao, Sheng-Rong; Zhou, Chen-Xi; Wu, Wei-Bin; Ou, Tian-Miao; Tan, Jia-Heng; Li, Ding; Gu, Lian-Quan; Huang, Zhi-Shu
European Journal of Medicinal Chemistry, 2012 , vol. 53, p. 52 - 63
反应条件
1: AlCl3, aluminium chloride / nitrobenzene / 4.17 h / 0 - 60 °C
2: triethylsilane; trifluoroacetic acid / 2 h / Reflux
3: polyphosphoric acid / dichloromethane / 2 h / Reflux
4: hydrogen bromide / 4 h / Reflux
5: potassium fluoride / N,N-dimethyl-formamide / 6 h / 140 °C
View Scheme
参考文献
Liao, Sheng-Rong; Zhou, Chen-Xi; Wu, Wei-Bin; Ou, Tian-Miao; Tan, Jia-Heng; Li, Ding; Gu, Lian-Quan; Huang, Zhi-Shu
European Journal of Medicinal Chemistry, 2012 , vol. 53, p. 52 - 63
反应条件
1: triethylsilane; trifluoroacetic acid / 2 h / Reflux
2: polyphosphoric acid / dichloromethane / 2 h / Reflux
3: hydrogen bromide / 4 h / Reflux
4: potassium fluoride / N,N-dimethyl-formamide / 6 h / 140 °C
View Scheme
参考文献
Liao, Sheng-Rong; Zhou, Chen-Xi; Wu, Wei-Bin; Ou, Tian-Miao; Tan, Jia-Heng; Li, Ding; Gu, Lian-Quan; Huang, Zhi-Shu
European Journal of Medicinal Chemistry, 2012 , vol. 53, p. 52 - 63