Palladium-catalyzed efficient and one-pot synthesis of diarylacetylenes from the reaction of aryl chlorides with 2-methyl-3-butyn-2-ol

Abstract

An efficient and practical synthetic method has been developed for the preparation of symmetrical diarylacetylenes from the direct reaction of aryl chlorides with 2-methyl-3-butyn-2-ol catalyzed by palladium(II) chloride-bis(tricyclohexylphosphine) [PdCl2(PCy3) 2] under mild reaction conditions. Unsymmetrical diarylated acetylenes could be also obtained by using two different aryl chlorides simultaneously. The catalytic procedure includes a novel one-pot palladium-catalyzed, double Sonogashira coupling of inactivated aryl chlorides without use of copper(1) as co-catalyst. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.