Organic letters

Nickel-catalyzed oxidative coupling reactions of two different terminal alkynes using O2 as the oxidant at room temperature: facile syntheses of unsymmetric 1, 3- …

W Yin, C He, M Chen, H Zhang, A Lei

Index: Yin, Weiyan; He, Chuan; Chen, Mao; Zhang, Heng; Lei, Aiwen Organic Letters, 2009 , vol. 11, # 3 p. 709 - 712

Full Text: HTML

Citation Number: 153

Abstract

Two different terminal alkynes now can be coupled together in the presence of NiCl2· 6H2O/CuI by using an excess of one of the terminal alkyne substrates. The new method employed 20 mol% TMEDA as the ligand and environmentally benign O2 or air as the oxidant. It is the first example using Ni-salt as catalyst by employing air or O2 as oxidant, which led to efficient heterocoupling of two different alkynes.