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Synthesis of 2-Aminobenzoxazoles and 3-Aminobenzoxazines via Palladium-Catalyzed Aerobic Oxidation of o-Aminophenols with Isocyanides

Bifu Liu, Meizhou Yin, Hanling Gao, Wanqing Wu and Huanfeng Jiang*

*School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, People’s Republic of China, Email: jianghfscut.edu.cn

B. Liu, M. Yin, H. Gao, W. Wu, H. Jiang, J. Org. Chem., 2013, 78, 3009-3020.

DOI: 10.1021/jo400002f (free Supporting Information)


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Abstract

A Pd-catalyzed aerobic oxidation of o-aminophenols and isocyanides gives 2-aminobenzoxazoles and 3-aminobenzoxazines in good yields and a broad substrate scope. This methodology has the advantages of experimental simplicity, mild reaction conditions, and easily accessible starting materials. Furthermore, the synthesis of other types of useful nitrogen heterocycles has been achieved.

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Key Words

benzoxazoles, oxygen


ID: J42-Y2013-0770