Preparation of polyfunctional arylmagnesium, arylzinc, and benzylic zinc reagents by using magnesium in the presence of LiCl

…, BA Haag, A Gavryushin, P Knochel

Index: Piller, Fabian M.; Metzger, Albrecht; Schade, Matthias A.; Haag, Benjamin A.; Gavryushin, Andrei; Knochel, Paul Chemistry - A European Journal, 2009 , vol. 15, # 29 p. 7192 - 7202

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Citation Number: 151

Abstract

Abstract The presence of LiCl considerably facilitates the insertion of magnesium into various aromatic and heterocyclic bromides. Several functional groups, such as-OBoc,-OTs,- Cl,-F,-CF 3,-OMe,-NMe 2, and-N 2 NR 2, are well tolerated. The presence of a cyano group leads in some cases to competitive reduction of the organic halide to the corresponding ArH compound. The presence of sensitive groups such as methyl or ethyl ester is tolerated ...