Tetrahedron

Alkynylcyanation of alkynes and dienes catalyzed by nickel

Y Hirata, M Tanaka, A Yada, Y Nakao, T Hiyama

Index: Hirata, Yasuhiro; Tanaka, Masaaki; Yada, Akira; Nakao, Yoshiaki; Hiyama, Tamejiro Tetrahedron, 2009 , vol. 65, # 26 p. 5037 - 5050

Full Text: HTML

Citation Number: 30

Abstract

Alkynyl cyanides are found to add across alkynes and 1, 2-dienes in the presence of a catalyst prepared in situ from Ni (cod) 2, xantphos, and BPh3. A range of functionalized conjugated cis-enynes are obtained with high regioselectivity. The addition reaction across norbornadiene proceeds in the absence of BPh3 to give exo-cis adduct exclusively. A stoichiometric reaction of an alkynyl cyanide, Ni (cod) 2, xantphos, and BPh3 gives trans-( ...