Chromium-Catalyzed Cross-Coupling Reactions of Alkylmagnesium Reagents with Halo-Quinolines and Activated Aryl Chlorides

Dedicated to Professor Dieter Enders on the occasion of his 70th birthday and in recognition of his outstanding contribution to asymmetric catalysis.

Abstract

An efficient protocol for chromium(III)-catalyzed C(sp²)–C(sp³) cross-coupling is reported. The alkylations of halo-quinoline and phenacyl derivatives proceed at room temperature within minutes using the tetrahydrofuran-soluble chromium(III) complex CrCl₃·3THF. The reactions occur without the formation of homo-coupling side products, which are common for the related iron-, cobalt- or manganese-catalyzed cross-coupling reactions.

Key words

magnesium - chromium - quinolines - cross-coupling - Grignard­ reagents

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