Transition-Metal-Free Alkynylation of 2‑Oxindoles through Radical–Radical Coupling

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 excelle...

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Bibliographic Details
Published in:Journal of organic chemistry 2017-03, Vol.82 (5), p.2656-2663
Main Authors: Huang, Hong-Yan, Cheng, Liang, Liu, Jie-Jie, Wang, Dong, Liu, Li, Li, Chao-Jun
Format: Article
Language:English
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Summary: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b03057