3,6-二氢-4-甲基-2-苯基-2H-吡喃合成路线 (共 18 条)
反应条件
1: KH; tetrabutylammonium iodide / tetrahydrofuran / Heating
2: 85 percent / [Cl2Ru(PCy3)2=CHPh] / CH2Cl2 / Heating
View Scheme
参考文献
Marco, J. Alberto; Carda, Miguel; Rodriguez, Santiago; Castillo, Encarnacion; Kneeteman, Maria N.
Tetrahedron, 2003 , vol. 59, # 23 p. 4085 - 4101
反应条件
1: diisobutylaluminium hydride / toluene; hexane / -78 °C
2: Et3SiH, BF3*Et2O / CH2Cl2 / 1 h / -78 °C
View Scheme
参考文献
Kraus, George A.; Frazier, Kevin A.; Roth, Bruce D.; Taschner, Michael J.; Neuenschwander, Kent
Journal of Organic Chemistry, 1981 , vol. 46, # 11 p. 2417 - 2419
反应条件
sulfuric acid
T=120°C; 2.5 h;
参考文献
Romanov, N. A.; Kantor, E.A.; Brudnik, I. M.; Musavirov, R. S.; Kiladze, T. K.; Rakhmankulov, D. L.
J. Appl. Chem. USSR (Engl. Transl.), 1982 , vol. 55, # 12 p. 2778 - 2780,2526 - 2528
反应条件
1: 60 percent / KBr / benzene; aq. HBr / 2 h / 0 °C
2: 67 percent / CHCl3; HCl / 5 h / 0 °C
3: 70 percent / Zn / ethanol / 70 - 80 °C / further dehalogenation agent
View Scheme
参考文献
Kazaryan, P. I.; Avakyan, O. V.; Avakyan, S. V.; Gevorkyan, A. A.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1985 , vol. 21, # 9 p. 988 - 992
Khimiya Geterotsiklicheskikh Soedinenii, 1985 , vol. 21, # 9 p. 1189 - 1193
反应条件
1: 67 percent / CHCl3; HCl / 5 h / 0 °C
2: 70 percent / Zn / ethanol / 70 - 80 °C / further dehalogenation agent
View Scheme
参考文献
Kazaryan, P. I.; Avakyan, O. V.; Avakyan, S. V.; Gevorkyan, A. A.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1985 , vol. 21, # 9 p. 988 - 992
Khimiya Geterotsiklicheskikh Soedinenii, 1985 , vol. 21, # 9 p. 1189 - 1193
反应条件
silica gel
T=20°C; 20 h; Yields of byproduct given;
参考文献
Ibatullin, U. G.; Pavlov, Yu. V.; Safarov, M. G.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1989 , vol. 25, # 10 p. 1107 - 1109
Khimiya Geterotsiklicheskikh Soedinenii, 1989 , # 10 p. 1326 - 1328
反应条件
sulfuric acid
T=110°C; 2 h;
参考文献
Romanov, N. A.; Kantor, E. A.; Musavirov, R. S.; Karakhanov, R. A.; Rakhmankulov, D. L.
J. Appl. Chem. USSR (Engl. Transl.), 1982 , vol. 55, # 1 p. 157 - 161,140 - 143
参考文献
KAO CORPORATION
Patent: US2003/60667 A1, 2003 ;