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Preparation of α-Acyloxy Ketones via Visible-Light-Driven Aerobic Oxo-Acyloxylation of Olefins with Carboxylic Acids

Qing-Bao Zhang, Yong-Liang Ban, Da-Gang Zhou, Pan-Pan Zhou, Li-Zhu Wu and Qiang Liu*

*State Key Laboratory of Applied Organic Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou 730000, P. R. China, Email: liuqianglzu.edu.cn

Q.-B. Zhang, Y.-L. Ban, D.-G. Zhou, P.-P. Zhou, L.-Z. Wu, Q. Liu, Org. Lett., 2016, 18, 5256-5259.

DOI: 10.1021/acs.orglett.6b02560



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Abstract

A metal-free photoredox system, consisting of an acridinium photocatalyst, an organic base, and molecular sieve (MS) 4 Å, promotes chemoselective photooxidation of aryl alkenes in the presence of oxygen. This oxo-acyloxylation of aryl alkenes provides a green, practical, and metal-free protocol for a wide range of α-acyloxy ketones.

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Key Words

lactones, oxygen, organocatalysis


ID: J54-Y2016