Transition-Metal-Free Alkynylation of 2-Oxindoles through Radical-Radical Coupling.

J Org Chem

Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec H3A 0B8, Canada.

Published: March 2017

An effective transition-metal-free approach for the synthesis of 3-alkynyl-2-oxindoles through a radical-radical coupling process was developed. The reaction was general with respect to 2-oxindoles and iodoalkynes and provided the desired products bearing a quaternary center at C3 in good to excellent yields, making this method synthetically viable and attractive for the synthesis of spiro and fused 2-oxindole derivatives.

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http://dx.doi.org/10.1021/acs.joc.6b03057DOI Listing

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