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Facile Approach to Geminal Heterodihalogenation. One-Pot Synthesis of α-Bromo-α-Chloro Ketones

Jin-feng Zhou, Dong-min Tang, Ming Bian*

*School of Chemical and Environmental Engineering, Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, P. R. China, Email: bianmingsit.edu.cn

J.-f. Zhou, D.-m. Tang, M. Bian, Synlett, 2020, 31, 1430-1434.

DOI: 10.1055/s-0040-1707169 (free Supporting Information)


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Abstract

The combination of dimethyl sulfoxide, HCl, and HBr enables a mild, efficient, and practical geminal heterodihalogenation of methyl ketones. This convenient method might be useful for the assembly of bromochloromethyl groups in drug discovery.

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Key Words

heterodihalogenation, dimethyl sulfoxideα-bromo ketonesα-chloro ketones, tandem reaction


ID: J72-Y2020