Simple Synthesis of Sulfonyl Chlorides from Thiol Precursors and Derivatives by NaClO₂-Mediated Oxidative Chlorosulfonation

Zhanhui Yang, Yongpeng Zheng, Jiaxi Xu*

*State Key Laboratory of Chemical Resource Engineering, Department of Organic Chemistry, Faculty of Science, Beijing University of Chemical Technology, Beijing 100029, P. R. of China, Email: jxxumail.buct.edu.cn

Z. Yang, Y. Zheng, J. Xu, Synlett, 2013, 24, 2165-2169.

DOI: 10.1055/s-0033-1339675

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Abstract

A simple NaClO₂-mediated oxidative chlorosulfonation of S-alkyl isothiourea salts enables a convenient, safe, and environmentally benign synthesis of diverse sulfonyl chlorides in high yields. The procedure is also applicable to other substrates such as thiols, disulfides, thioacetates, and xanthates.

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Clean and Economic Synthesis of Alkanesulfonyl Chlorides from S-Alkyl Isothiourea Salts via Bleach Oxidative Chlorosulfonation

Z. Yang, B. Zhou, J. Xu, Synthesis, 2014, 46, 225-229.

Convenient and Environment-Friendly Synthesis of Sulfonyl Chlorides from S-Alkylisothiourea Salts via N-Chlorosuccinimide Chlorosulfonation

Z. Yang, J. Xu, Synthesis, 2013, 45, 1675-1682.

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Key Words

sulfonyl chlorides, sodium chlorite, oxidative chlorosulfonation, synthetic methods, isothioureas

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ID: J60-Y2013