Tetrahedron

Efficient synthesis of enynes by tetraphosphine–palladium-catalysed reaction of vinyl bromides with terminal alkynes

M Feuerstein, L Chahen, H Doucet, M Santelli

Index: Feuerstein, Marie; Chahen, Ludovic; Doucet, Henri; Santelli, Maurice Tetrahedron, 2006 , vol. 62, # 1 p. 112 - 120

Full Text: HTML

Citation Number: 31

Abstract

Through the use of [PdCl (C3H5)] 2/cis, cis, cis-1, 2, 3, 4-tetrakis (diphenylphosphinomethyl) cyclopentane as catalyst, a range of vinyl bromides undergoes Sonogashira cross-coupling reaction with a variety of alkynes, leading to the corresponding 1, 3-enynes in good yields. The reaction tolerates several alkynes such as phenylacetylene, dec-1-yne, 2-methylbut-1- en-3-yne a range of alk-1-ynols, 3, 3-diethoxyprop-1-yne and a propargyl amine. Higher ...