Organic Chemistry Portal

Abstracts

Search:

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 (free Supporting Information)


see article for more reactions

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.

see article for more examples



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.


Key Words

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


ID: J60-Y2013