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Thermoinduced Free-Radical C-H Acyloxylation of Tertiary Enaminones: Catalyst-Free Synthesis of Acyloxyl Chromones and Enaminones

Yanhui Guo, Yunfeng Xiang, Li Wei and Jie-Ping Wan*

*College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, P. R. China, Email: wanjiepingjxnu.edu.cn

Y. Guo, Y. Xiang, L. Wei, J.-P. Wan, Org. Lett., 2018, 20, 3971-3974.

DOI: 10.1021/acs.orglett.8b01536 (free Supporting Information)


Abstract

The use of aroyl peroxides as coupling partners enables a direct acyloxylation of the α-C(sp2)-H bond in tertiary β-enaminones under catalyst-free conditions and ambient temperature via a thermoinduced free-radical pathway. The present method offers an efficient synthesis of both acyloxylated chromones and enaminones.

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Key Words

chromones, benzoyl peroxide


ID: J54-Y2018