Palladium-Catalyzed Carbonylative Synthesis of Aryl Selenoesters Using Formic Acid as an <i>Ex Situ</i> CO Source
Danilo Yano de Albuquerque, Wystan K. O. Teixeira, Manoela Sacramento, Diego Alves, Claudio Santi, Ricardo S. Schwab
Abstract
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.