Fe(III)-Catalyzed Cross-Coupling Between Functionalized Arylmagnesium Compounds and Alkenyl Halides

Wolfgang Dohle; Felix Kopp; Gerard Cahiez; Paul Knochel

doi:10.1055/s-2001-18748

Synlett 2001; 2001(12): 1901-1904
DOI: 10.1055/s-2001-18748

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Fe(III)-Catalyzed Cross-Coupling Between Functionalized Arylmagnesium Compounds and Alkenyl Halides

Wolfgang Dohle^* , Felix Kopp, Gerard Cahiez, Paul Knochel

^*Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, 81377 München, Germany; Fax: + 49(89)21807680; E-mail: Paul.Knochel@cup.uni-muenchen.de

Abstract

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Functionalized arylmagnesium reagents bearing an ester, cyano, nonaflate or trialkylsilyloxy group undergo fast cross-coupling reactions with alkenyl iodides or bromides in the presence of catalytic amounts of Fe(acac)₃ (5 mol%) at -20 °C within 1 hour resulting in the formation of the desired cross-coupling products in satisfactory yields. Excellent yields can be achieved by performing the cross-coupling reaction on solid phase by generating the Grignard reagent on the resin.

magnesium - iodine-magnesium exchange - iron(III)-catalysis - cross-coupling reaction

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