Palladium-catalyzed denitrative decarboxylation of nitroarenes with alkynyl carboxylic acids

Abstract

A general approach for the decarboxylation of alkynyl carboxylic acids with nitroarenes via denitrative coupling is reported for the first time. The methodology demonstrates broad substrate generality, accommodating diverse nitroaromatics, including electron-deficient heteroarenes, to deliver aryl alkynes with high efficiency. Notably, this methodology enables the use of nitroarenes and aryl-substituted carboxylic acids to access diarylacetylene products. Furthermore, this protocol permits efficient synthesis of 3-substituted benzofuran or isochromen-1-one derivatives, which is a challenging regiochemical outcome unattainable through conventional coupling strategies.