Organic letters

Unexpected cross-coupling reaction between o-chloroaryl ketones and organomanganese reagents

G Cahiez, D Luart, F Lecomte

Index: Cahiez, Gerard; Luart, Denis; Lecomte, Fabien Organic Letters, 2004 , vol. 6, # 24 p. 4395 - 4398

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Citation Number: 50

Abstract

Alkyl- and arylmanganese reagents react with o-chloro or o-bromoaryl ketones to give the substituted ketones in high yields. The cross-coupling reaction is performed under mild conditions (−60 to +40 °C, 30 min to 4 h) and takes place with excellent chemoselectivity. ... The first preliminary experiments were quite encouraging since in THF at 0 °C, phenylmagnesium chloride quickly reacts with o-chlorovalerophenone or o-chlorobenzophenone to lead to the ...