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

Andreas B. Bellan; Olesya M. Kuzmina; Violeta A. Vetsova; Paul Knochel

doi:10.1055/s-0035-1561615

Synthesis, Table of Contents

Synthesis 2017; 49(01): 188-194
DOI: 10.1055/s-0035-1561615

paper

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

Andreas B. Bellan

Department of Chemistry, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, Haus F, 81377 München, Germany Email: paul.knochel@cup.uni-muenchen.de

,

Olesya M. Kuzmina

Department of Chemistry, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, Haus F, 81377 München, Germany Email: paul.knochel@cup.uni-muenchen.de

,

Violeta A. Vetsova

Department of Chemistry, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, Haus F, 81377 München, Germany Email: paul.knochel@cup.uni-muenchen.de

,

Paul Knochel*

Department of Chemistry, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, Haus F, 81377 München, Germany Email: paul.knochel@cup.uni-muenchen.de

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Abstract

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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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References

References
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