Visible-Light-Driven Neutral Nitrogen Radical Mediated Intermolecular Styrene Difunctionalization.

Org Lett

CCNU-uOttawa Joint Research Centre, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, College of Chemistry , Central China Normal University, 152 Luoyu Road , Wuhan , Hubei 430079 , China.

Published: May 2019

A neutral nitrogen radical-mediation strategy, wherein the existing N-H moiety of substrates serves as a neutral nitrogen radical precursor to enable room-temperature intermolecular radical difunctionalization of styrenes under photoredox catalysis, is reported. The reaction shows high functional group tolerance and substrate scope with respect to both components, giving the corresponding products with generally good yields. Preliminary control experiments and DFT calculations are performed to explain the reaction mechanism.

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http://dx.doi.org/10.1021/acs.orglett.9b01362DOI Listing

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