Aerobic Visible-Light Photoredox Radical C–H Functionalization: Catalytic Synthesis of 2-Substituted Benzothiazoles

An aerobic visible-light driven photoredox catalytic formation of 2-substituted benzothiazoles through radical cyclization of thioanilides has been accomplished. The reaction features C–H functionalization and C–S bond formation with no direct metal involvement except the sensitizer. The reaction hi...

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Bibliographic Details
Published in:Organic letters 2012-01, Vol.14 (1), p.98-101
Main Authors: Cheng, Yannan, Yang, Jun, Qu, Yue, Li, Pixu
Format: Article
Language:English
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Summary:An aerobic visible-light driven photoredox catalytic formation of 2-substituted benzothiazoles through radical cyclization of thioanilides has been accomplished. The reaction features C–H functionalization and C–S bond formation with no direct metal involvement except the sensitizer. The reaction highlights the following: (1) visible-light is the reaction driving force; (2) molecular oxygen is the terminal oxidant, and (3) water is the only byproduct.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol2028866