Synthesis of gem-Difluorinated Spiro-γ-lactam Oxindoles by Visible-Light-Induced Consecutive Difluoromethylative Dearomatization, Hydroxylation, and Oxidation.

Chemistry

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Collaborative Innovation Center of, Chemical Science and Engineering (Tianjin), Nankai University, Tianjin, 300071, P. R. China.

Published: August 2018

Described herein is a protocol for visible-light-induced consecutive synthesis of gem-difluorinated spiro-γ-lactam oxindoles under mild conditions by means of a process involving sequential radical difluoromethylative dearomatization, hydroxylation, and oxidation. The protocol features high chemo- and regioselectivity, good functional group tolerance, and easy scalability. Several of the functionalized spirooxindole products showed good fungicidal activity, suggesting that they have potential agrochemical applications.

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http://dx.doi.org/10.1002/chem.201802141DOI Listing

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