Palladium-Catalyzed Carbonylative Synthesis of Aryl Selenoesters Using Formic Acid as an CO Source.

J Org Chem

Centre of Excellence for Research in Sustainable Chemistry (CERSusChem), Departamento de Química, Universidade Federal de São Carlos─UFSCar, Rodovia Washington Luís, km 235-SP-310, São Carlos, São Paulo 13565-905, Brazil.

Published: January 2022

A new catalytic protocol for the synthesis of selenoesters from aryl iodides and diaryl diselenides has been developed, where formic acid was employed as an efficient, low-cost, and safe substitute for toxic and gaseous CO. This protocol presents a high functional group tolerance, providing access to a large family of selenoesters in high yields (up to 97%) while operating under mild reaction conditions, and avoids the use of selenol which is difficult to manipulate, easily oxidizes, and has a bad odor. Additionally, this method can be efficiently extended to the synthesis of thioesters with moderate-to-excellent yields, by employing for the first time diorganyl disulfides as precursors.

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Source
http://dx.doi.org/10.1021/acs.joc.1c02608DOI Listing

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