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: Mg / 1) ether; 2) -78 deg C, 5 min; 3) HCl 1:1
2: 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: NaOH/H2O / 1) EtOH, H2O, reflux, 12 h; 2) NaOH, reflux, 12 h; 3) HCl 1:1
2: 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
T=50 - 60°C; Destillieren des Reaktionsprodukts unter 12-15 mm Druck;
参考文献
Borsche; Eberlein
Chemische Berichte, 1914 , vol. 47, p. 1469
反应条件
1: 97 percent / Br2 / CHCl3 / Ambient temperature
2: 97 percent / DBU / acetonitrile / 0.33 h / 40 - 45 °C
3: 1.) NaOH / 1.) DMPU, room temperature, 15 min, 2.) DMPU
4: 94 percent / NaH, DMPU / dimethylformamide / 2 h / 100 °C
5: 74 percent / aq. NaOH / methanol / Heating
6: 88 percent / tetrahydrofuran / 0.75 h / Ambient temperature
7: 1.) PPh3, Pd(OAc)2, aq. Na2CO3 / 1.) DME, room temperature, 1 h, 2.) DME, reflux
8: 99 percent / POCl3 / acetonitrile / 0.5 h / Heating
View Scheme
参考文献
Beugelmans, Rene; Chastanet, Jacqueline; Ginsburg, Helene; Quintero-Cortes, Leticia; Roussi, Georges
Journal of Organic Chemistry, 1985 , vol. 50, # 24 p. 4933 - 4938
反应条件
1: 1.) TiCl4, 2.) Et3N / 1.) CHCl3, reflux, 1 h, 2.) benzene, reflux, 2 h
2: 19 percent / methanol / 15 h / Irradiation
3: 95 percent / Pb(OAc)4 / benzene / 2 h / 50 °C
View Scheme
参考文献
Ninomiya, Ichiya; Yamamoto, Okiko; Naito, Takeaki
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , p. 2171 - 2174
反应条件
titanium tetrachloride in chloroform
1.) 0 deg C, 15 min, 2.) r.t., 24 h;
参考文献
Martin, Gloria; Guitian, Enrique; Castedo, Luis; Saa, Jose M.
Journal of Organic Chemistry, 1992 , vol. 57, # 22 p. 5907 - 5911