Copper‐Catalyzed Cross‐Coupling Reaction of Grignard Reagents with Primary‐Alkyl Halides: Remarkable Effect of 1‐Phenylpropyne

Abstract

A general get-together: The Cu-catalyzed cross-coupling reaction of primary-alkyl halides with primary-, secondary-, and tertiary-alkyl and phenyl Grignard reagents proceeds efficiently in THF under reflux in the presence of 1-phenylpropyne (see scheme). The reaction is also applicable to alkyl mesylates (OMs) and tosylates (OTs). The reactivities of alkylX with a Grignard reagent increase in the order X=Cl<F<OMs<OTs<Br. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z603451_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.