Palladium-catalyzed cross-coupling of arylcarboxylic acid 2-pyridyl esters with terminal alkynes

Abstract

In the presence of Na₂CO₃, the combination of PdCl₂(dppf), dppp and CuI catalyzes the decarbonylative coupling of arylcarboxylic acid 2-pyridyl esters with terminal alkynes to afford 1,2-disubstituted acetylenes. (Hetero)aryl, alkyl, and silylacetylenes and various electron-donating and -withdrawing group-substituted arylcarboxylic acid 2-pyridyl esters can be used in this transformation, with a range of functional groups showing compatibility.