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Paper | Regular issue | Vol 102, No. 6, 2021, pp.1138-1148
Published online, 14th April, 2021
DOI: 10.3987/COM-21-14460
Metal-Free sp3 C-H Bond Oxidation and Functionalization of α-Bromoketones to Quinoxalinone, Benzoxazinone, and Benzothiazinone Heterocyclic Compounds

Tianlong Wei, Haiying Tian, Fang Guo,* Hongxue Qi, and Xiuling Chen*

*School of Nuclear Technology and Chemistry & Biology, Hubei University of Science and Technology, Xianning 437100, China

Abstract

A series of heterocyclic compounds (benzothiazinones, benzoxazinones and quinoxalinones) were efficiently synthesized in excellent yields via α-bromoketones with o-substituted aniline (2-aminothiophenol, aryl-1,2-diamines and 2-aminophenol). This protocol accomplishes sp3 C-H bond oxidation and functionalization in one-pot without any metal catalyst.