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One-Pot Synthesis of β-Hydroxysulfones and Its Application in the Preparation of Anticancer Drug Bicalutamide

Yajun Wang, Wei Jiang and Congde Huo*

*Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, China, Email: huocongde1978hotmail.com

Y. Wang, W. Jiang, C. Huo, J. Org. Chem., 2017, 82, 10628-10634.

DOI: 10.1021/acs.joc.7b01371 (free Supporting Information)



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Abstract

An efficient one-pot multistep strategy comprising auto-oxidative difunctionalization of alkenes, oxidation of sulfides, and a further reduction of peroxides enables the synthesis of complex β-hydroxysulfone derivatives from thiophenols and alkenes. This method offers readily available substrates, low-cost and environmental benign reagents, nontoxic and renewable solvents, and mild reaction conditions.

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proposed mechanism



Key Words

sulfones, oxygen, oxone, sodium borohydride


ID: J42-Y2017