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

Yannan Cheng, Jun Yang, Yue Qu and Pixu Li*

*Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering, and Materials Science, Soochow University, 199 RenAi Road, Suzhou, Jiangsu, 215123, China, Email: lipixusuda.edu.cn

Y. Cheng, J. Yang, Y. Qu, P. Li, Org. Lett., 2012, 14, 98-101.

DOI: 10.1021/ol2028866 (free Supporting Information)


Abstract

An aerobic visible-light driven photoredox catalytic formation of 2-substituted benzothiazoles through radical cyclization of thioanilides features C-H functionalization and C-S bond formation with no direct metal involvement except the sensitizer. In this reaction, visible-light is the driving force, molecular oxygen the terminal oxidant, and water the only byproduct.

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Key Words

Benzothiazoles, Oxygen


ID: J54-Y2012-0030