Arylation of alkenylidenecyclopropanes via Heck reaction. A simple access to arylallylidenecyclopropanes

被引：17

作者：

Fall, Yacoub ^{[2
]}

Doucet, Henri ^{[1
]}

Santelli, Maurice ^{[2
]}

机构：

[1] Univ Rennes 1 Catalyse & Organometall, UMR 6226, Inst Sci Chim Rennes, F-35042 Rennes, France

[2] Univ Aix Marseille, Fac Sci St Jerome, Lab Chim Provence, UMR 6264, F-13397 Marseille 20, France

来源：

TETRAHEDRON | 2010年 / 66卷 / 12期

关键词：

Alkenylidenecyclopropanes; Arylallylidenecyclopropanes; Heck reaction; Tetradentate ligand; Allenes; PALLADIUM-CATALYZED CYCLIZATION; ALDER CASCADE PROCESSES; ARYL HALIDES; PROTECTED ARYLACETALDEHYDES; ELECTROPHILIC ADDITION; COUPLING REACTIONS; BROMIDES; VINYLIDENECYCLOPROPANES; DERIVATIVES; ALLENES;

D O I：

10.1016/j.tet.2010.01.052

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Five alkenylidenecyclopropanes have been arylated using a catalytic amount of [Pd(C3H5)Cl](2) (0.004%) associated to the tetradentate ligand cis, cis, cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane or Tedicyp as the catalyst The carbo-palladation step occurs on the terminal double bond of the vinyl-idenecyclopropanes, without interaction with the internal one The addition of the complex PdArL2 corresponds to an electrophilic attack on the face of the double bond. syn to the best election-donor cyclopropyl substituent (C) 2010 Elsevier Ltd All rights reserved

引用

页码：2181 / 2188

页数：8

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