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Organocatalytic Aerobic Oxidation of Benzylic sp3 C-H Bonds of Ethers and Alkylarenes Promoted by a Recyclable TEMPO Catalyst

Zhiguang Zhang, Yuan Gao, Yuan Liu, Jianjun Li, Hexin Xie, Hao Li* and Wei Wang*

*Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Mei-long Road, Shanghai 200237, China, Email: hli77ecust.edu.cn, wwangunm.edu

Z. Zhang, Y. Gao, Y. Liu, J. Li, H. Xie, H. Li, W. Wang, Org. Lett., 2015, 17, 5492-5495.

DOI: 10.1021/acs.orglett.5b02877 (free Supporting Information)


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Abstract

An easily prepared recyclable TEMPO derived sulfonic salt catalyst, and mineral acids (NaNO2 and HCl) enable a selective aerobic oxidation of structurally diverse benzylic sp3 C-H bonds of ethers and alkylarenes to provide synthetically and biologically valued isochromanones and xanthones in good yields.

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Key Words

Isochromanones, TEMPO, Oxygen, Organocatalysis


ID: J54-Y2015