双环[2.2.2]辛-2,5,7-三烯合成路线 （共 9 条）
反应条件
1: 80 percent / ethyl acetate / 48 h / Heating
2: 95 percent / sodium dihydrogenphosphate; sodium amalgam / methanol
3: 80 percent / acetic acid; H2O / 2 h / 100 °C
4: 77 percent / triethylamine / CH2Cl2 / 2 h / 0 °C
5: 20.5 percent / sodium anthracenide / tetrahydrofuran
View Scheme
参考文献
Grimme, Wolfram; Wortmann, Jens; Frowein, Dirk; Lex, Johann; Chen, Grace; Gleiter, Rolf
Journal of the Chemical Society. Perkin Transactions 2, 1998 , # 9 p. 1893 - 1900
反应条件
1: 96 percent / benzene / 48 h / 80 °C
2: 90 percent / n-BuLi, WCl6 / tetrahydrofuran; hexane / 24 h / Ambient temperature
3: 90 percent / KH2PO4, sodium amalgam / methanol / 2 h
View Scheme
参考文献
Cossu, Sergio; Battaggia, Simone; Lucchi, Ottorino De
Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 4162 - 4163
反应条件
1: 90 percent / n-BuLi, WCl6 / tetrahydrofuran; hexane / 24 h / Ambient temperature
2: 90 percent / KH2PO4, sodium amalgam / methanol / 2 h
View Scheme
参考文献
Cossu, Sergio; Battaggia, Simone; Lucchi, Ottorino De
Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 4162 - 4163
反应条件
1: 90 percent / n-BuLi, WCl6 / tetrahydrofuran; hexane / 24 h / Ambient temperature
2: 90 percent / KH2PO4, sodium amalgam / methanol / 2 h
View Scheme
参考文献
Cossu, Sergio; Battaggia, Simone; Lucchi, Ottorino De
Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 4162 - 4163
反应条件
sodium anthracenide in tetrahydrofuran
Elimination;
参考文献
Grimme, Wolfram; Wortmann, Jens; Frowein, Dirk; Lex, Johann; Chen, Grace; Gleiter, Rolf
Journal of the Chemical Society. Perkin Transactions 2, 1998 , # 9 p. 1893 - 1900
反应条件
1: 77 percent / triethylamine / CH2Cl2 / 2 h / 0 °C
2: 20.5 percent / sodium anthracenide / tetrahydrofuran
View Scheme
参考文献
Grimme, Wolfram; Wortmann, Jens; Frowein, Dirk; Lex, Johann; Chen, Grace; Gleiter, Rolf
Journal of the Chemical Society. Perkin Transactions 2, 1998 , # 9 p. 1893 - 1900
反应条件
1: 80 percent / acetic acid; H2O / 2 h / 100 °C
2: 77 percent / triethylamine / CH2Cl2 / 2 h / 0 °C
3: 20.5 percent / sodium anthracenide / tetrahydrofuran
View Scheme
参考文献
Grimme, Wolfram; Wortmann, Jens; Frowein, Dirk; Lex, Johann; Chen, Grace; Gleiter, Rolf
Journal of the Chemical Society. Perkin Transactions 2, 1998 , # 9 p. 1893 - 1900
反应条件
methyllithium in diethyl ether
4 h; Ambient temperaturefurther reagents: TMEDA, HMPA; Yield given. Yields of byproduct given;
参考文献
Weitemeyer, Christian; Preuss, Thomas; Meijere, Armin de
Chemische Berichte, 1985 , vol. 118, # 9 p. 3993 - 4005
反应条件
sodium hydride
1) THF, 2 h, room temperature, 2) irradiation, 5h, -78 deg C; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
参考文献
Stapersma, J.; Rood, I. D. C.; Klumpp, G. W.
Tetrahedron, 1982 , vol. 38, # 1 p. 191 - 199
