3,4-二氢-2H-菲-1-酮合成路线 (共 48 条)
反应条件
1.1: 98 percent / OXONE; H2O / tetrahydrofuran / 12 h / 0 - 20 °C
2.1: 98 percent / TfOH / 2 h / 5 - 20 °C
3.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
3.2: PhCOCl / tetrahydrofuran; hexane / 3 h / -78 - 20 °C
3.3: 55 percent / t-BuOK / tetrahydrofuran; hexane / 3 h / Heating
4.1: 95 percent / OXONE; H2O / tetrahydrofuran / 12 h / 0 - 20 °C
5.1: 99 percent / TfOH / 2 h / 5 - 20 °C
View Scheme
参考文献
Orita, Akihiro; Yaruva, Jayamma; Otera, Junzo
Angewandte Chemie - International Edition, 1999 , vol. 38, # 15 p. 2267 - 2270
反应条件
1: 95 percent / OXONE; H2O / tetrahydrofuran / 12 h / 0 - 20 °C
2: 99 percent / TfOH / 2 h / 5 - 20 °C
View Scheme
参考文献
Orita, Akihiro; Yaruva, Jayamma; Otera, Junzo
Angewandte Chemie - International Edition, 1999 , vol. 38, # 15 p. 2267 - 2270
反应条件
1: hydrogen / Pd/C / tetrahydrofuran / 3 h / 20 °C / 760.21 Torr
2: P2O5; methanesulfonic acid / 12 h / 20 °C
View Scheme
参考文献
Vercouillie, Johnny; Abarbri, Mohamed; Parrain, Jean-Luc; Duchene, Alain; Thibonnet, Jerome
Synthetic Communications, 2004 , vol. 34, # 20 p. 3751 - 3762
反应条件
1: (i) Na, (ii) (saponification), (iii) (decarboxylation)
2: SOCl2, SnCl4
View Scheme
参考文献
Coombs; Jaitly; Crawley
Journal of the Chemical Society. Perkin transactions 1, 1970 , vol. 9, p. 1266 - 1271
反应条件
1: 14 percent / nitrobenzene
2: 71 percent / KOH, N2H4*H2O / bis-(2-hydroxy-ethyl) ether / 1.) 195-200 deg C, 2 h, 2.) 200 deg C, 4 h
3: SOCl2, pyridine / benzene / 1.) r.t., 90 min, 2.) 80 deg C, 30 min
4: SnCl4 / benzene / 0.5 h / 5 °C
View Scheme
参考文献
Eirin; Fernandez; Gomez; Lopez; Santos; Calleja; De La Iglesia; Cano
Archiv der Pharmazie, 1987 , vol. 320, # 11 p. 1110 - 1118
反应条件
1: 71 percent / KOH, N2H4*H2O / bis-(2-hydroxy-ethyl) ether / 1.) 195-200 deg C, 2 h, 2.) 200 deg C, 4 h
2: SOCl2, pyridine / benzene / 1.) r.t., 90 min, 2.) 80 deg C, 30 min
3: SnCl4 / benzene / 0.5 h / 5 °C
View Scheme
参考文献
Eirin; Fernandez; Gomez; Lopez; Santos; Calleja; De La Iglesia; Cano
Archiv der Pharmazie, 1987 , vol. 320, # 11 p. 1110 - 1118
反应条件
permanganate(VII) ion; acetone
参考文献
Schroeter; Mueller; Huang
Chemische Berichte, 1929 , vol. 62, p. 649
反应条件
1.1: triethylphosphite / 4 h / Heating
1.2: NaOMe / dimethylformamide / 0.17 h / 0 °C
1.3: dimethylformamide / 20 °C
2.1: 13 percent / aq. HCl / acetonitrile / 50 h / Irradiation
View Scheme
参考文献
Ho, Jinn-Hsuan; Lin, Jui-Hsien; Ho, Tong-Ing
Journal of the Chinese Chemical Society, 2005 , vol. 52, # 4 p. 805 - 810
反应条件
1: (i) EtMgBr, Et2O, benzene, (ii) /BRN= 102378/, benzene
2: aq. HBr
3: NaOEt / ethanol
4: (i) aq. KOH, EtOH, (ii) (decarboxylation)
5: (i) SOCl2, Py, Et2O, (ii) SnCl4, benzene
View Scheme
参考文献
Dillenschneider,J.-P.; Maire,J.-C.
Bulletin de la Societe Chimique de France, 1964 , p. 2606 - 2609
反应条件
1: aq. HBr
2: NaOEt / ethanol
3: (i) aq. KOH, EtOH, (ii) (decarboxylation)
4: (i) SOCl2, Py, Et2O, (ii) SnCl4, benzene
View Scheme
参考文献
Dillenschneider,J.-P.; Maire,J.-C.
Bulletin de la Societe Chimique de France, 1964 , p. 2606 - 2609