Cobalt-catalyzed cross-coupling between in situ prepared arylzinc halides and 2-chloropyrimidine or 2-chloropyrazine.

J Org Chem

Institut de Chimie et des Matériaux Paris Est, ICMPE, CNRS-Université Paris 12 Val de Marne, UMR7182, 2-8 rue Henri Dunant, 94320 Thiais, France.

Published: April 2009

A cobalt-catalyzed cross-coupling of aryl halides with 2-chloropyrimidines or 2-chloropyrazines is reported in satisfactory to high yields. The key step of this procedure is the formation of aromatic organozinc reagents and their coupling with 2-chlorodiazines using the same cobalt halide as catalyst and Zn dust under mild reaction conditions. This new cobalt-catalyzed coupling reaction represents a practical and interesting alternative to previously known methods for the synthesis of 2-aryldiazines.

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http://dx.doi.org/10.1021/jo900240dDOI Listing

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