Synthesis 2019; 51(19): 3567-3587
DOI: 10.1055/s-0039-1690015
review
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Thioethers from Sulfonyl Chlorides, Sodium Sulfinates, and Sulfonyl Hydrazides

Ronghai Wu
a   Institute of Plant Physiology and Ecology, Chinese Academy of Sciences, 200032, P. R. of China
,
Keke Huang
b   School of Metallurgy and Chemical Engineering, Jiangxi University of Science and Technology, 86 Hongqi Road, Ganzhou 341000, P. R. of China   Email: liujbgood@hotmail.com
,
Guanyinsheng Qiu
c   College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, P. R. of China   Email: qiuguanyinsheng@mail.zjxu.edu.cn
,
Jin-Biao Liu
b   School of Metallurgy and Chemical Engineering, Jiangxi University of Science and Technology, 86 Hongqi Road, Ganzhou 341000, P. R. of China   Email: liujbgood@hotmail.com
› Author Affiliations
Financial support from the National Natural Science Foundation of China (21502075, 21762018 and 21772067), the Natural Science Foundation of Jiangxi Province (No. 20171BAB213008), the Program of Qingjiang Excellent Young Talents, Jiangxi University of Science and Technology is gratefully acknowledged.
Further Information

Publication History

Received: 08 April 2019

Accepted after revision: 21 June 2019

Publication Date:
29 July 2019 (online)


These authors contributed equally.

Abstract

Sulfur-containing moieties, especially thioethers (sulfides), play pivotal roles in the functionalities of many natural products, pharmaceutical compounds, and organic materials. In this review, we summarize the recent synthetic protocols of thioethers using thiolating reagents, including sulfonyl chlorides, sodium sulfinates, and sulfonyl hydrazides, as the ideal starting materials. Representative mechanisms for different types of reaction are also discussed.

1 Introduction

2 Synthesis of Thioethers from Sulfonyl Chlorides

3 Synthesis of Thioethers from Sodium Sulfinates

4 Synthesis of Thioethers from Sulfonyl Hydrazides

5 Conclusion