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Indexed by:期刊论文

Date of Publication:2010-08-07

Journal:TETRAHEDRON

Included Journals:SCIE、Scopus

Volume:66

Issue:32

Page Number:6013-6018

ISSN No.:0040-4020

Key Words:Regioselective control; Catalyst switch; Diarylmethyl chloride; Allyltributylstannane

Abstract:Regioselective control in the reaction of diarylmethyl chlorides 5a with allyltributyltin is described. The reaction pathway (allylative dearomatization vs cross-coupling) can be easily controlled using different catalysts. When reactions are performed in the presence of Pd(2)(dba)(3) and PPh(3), allylative dearomatization proceeds to provide satisfactory yield of the desired products. However, when Cy(3)P center dot HBF(4) is employed as a catalyst instead of palladium, a Stille-type cross-coupling reaction takes place exclusively to give excellent yields of the corresponding products. (c) 2010 Elsevier Ltd. All rights reserved.