Tetrahedron

Synthesis of β-aryl ketones by tetraphosphine/palladium catalysed Heck reactions of 2-or 3-substituted allylic alcohols with aryl bromides

F Berthiol, H Doucet, M Santelli

Index: Berthiol, Florian; Doucet, Henri; Santelli, Maurice Tetrahedron, 2006 , vol. 62, # 18 p. 4372 - 4383

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Citation Number: 38

Abstract

Through the use of [PdCl (C3H5)] 2/cis, cis, cis-1, 2, 3, 4-tetrakis (diphenylphosphinomethyl) cyclopentane as a catalyst, a range of aryl bromides undergoes Heck reaction using 2-or 3- subtituted allylic alcohols. With these sterically congested alkenes, the selective formation of β-aryl ketones was observed when appropriate reaction conditions were used. The influence of the functional group on the aryl bromide and of the base on the selectivity is ...