Efficient Palladium-Catalyzed Cross-Coupling Reaction of Alkynyl Halides with Organoboronic Acids under Aerobic Conditions

Abstract

Ligand-free palladium-catalyzed cross-coupling reaction of alkynyl halides with organoboronic acids under aerobic conditions has been developed. In the presence of bis(dibenzylideneacetone)palladium(0) and cesium carbonate, a variety of alkynyl halides (I, Br, and Cl) underwent the Suzuki-Miyaura cross-­coupling reaction with organoboronic acids at room temperature to afford the corresponding unsymmetrical diarylalkynes in moderate to good yields. It is noteworthy that this is first report on the reaction of alkynyl chlorides with arylboronic acids.

Key words

palladium - alkynyl halides - organoboronic acids - cross-coupling reaction - alkynes

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