1-苯基-3-氯-1-丙炔合成路线 （共 15 条）
反应条件
1: methylene ethylene With n-butyllithium in diethyl ether; hexane
T=-78 - -15°C;
2: (3-chloro-prop-1-ynyl)-benzene in diethyl ether; hexane
T=-78 - 20°C;
参考文献
Pereira, Alban R.; Cabezas, Jorge A.
Journal of Organic Chemistry, 2005 , vol. 70, # 7 p. 2594 - 2597
反应条件
1: 90 percent / aq. NaOH, NaI, n-Bu4NI / toluene / 24 h / 50 °C
2: 1.) Et3N, 2.) NaBH(OAc)3 / 1) CH2Cl2, rt, 15 min; 2) CH2Cl2, rt, 12 h
3: 68 percent / pivalic acid / 5 h / 150 °C
4: 1.) NaH / 1) THF, rt, 1 h; 2) THF, 0 deg C, 5 min, rt, 20 h
5: 15 percent / Pd(PPh3)4, aq. KOH / tetrahydrofuran / 1) rt, overnight; 2) reflux, 24 h
View Scheme
参考文献
Cossy, Janine; Belotti, Damien
Tetrahedron, 1999 , vol. 55, # 16 p. 5145 - 5156
反应条件
Yield given. Multistep reaction;
参考文献
Chen, Tsu-yu Raymond; Anderson, Mark R.; Grossman, Steven; Peters, Dennis G.
Journal of Organic Chemistry, 1987 , vol. 52, # 7 p. 1231 - 1236
反应条件
sodium iodide in acetone
T=50°C; Inert atmosphere;
参考文献
Asano, Keisuke; Uesugi, Yuki; Yoshida, Jun-Ichi
Organic Letters, 2013 , vol. 15, # 10 p. 2398 - 2401
反应条件
18-crown-6 ether; potassium tert-butylate; silver(I) in N,N-dimethyl acetamide
T=100°C; P=760.051 Torr; 6 h;
参考文献
Foley, Patrick; Eghbali, Nicolas; Anastas, Paul T.
Green Chemistry, 2010 , vol. 12, # 5 p. 888 - 892
