Synthesis 2023; 55(16): 2487-2494
DOI: 10.1055/a-2065-5802
paper

Reductive Coupling of Sodium Sulfinates for the Synthesis of Thiosulfonates

Xiya Cheng
a   School of Science, Zhejiang Sci-Tech University, Hangzhou 310018, Zhejiang, P. R. of China
b   College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, Zhejiang, P. R. of China
,
Mengxuan Zhang
c   State Key Laboratory of Materials-Oriented Chemical Engineering, College of Chemical Engineering, Nanjing Tech University, South Puzhu Road 30, Nanjing 210009, P. R. of China
,
Guanyinsheng Qiu
b   College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, Zhejiang, P. R. of China
,
Danqing Zheng
c   State Key Laboratory of Materials-Oriented Chemical Engineering, College of Chemical Engineering, Nanjing Tech University, South Puzhu Road 30, Nanjing 210009, P. R. of China
› Author Affiliations
We gratefully acknowledge the financial support of the ’Jiangsu Specially-Appointed Professors Program’, the Natural Science Foundation of Jiangsu Province (BK20210542).


Abstract

A reductive coupling reaction of sodium sulfinates for the synthesis of symmetrical/unsymmetrical thiosulfonates is developed. The reaction takes place in the presence of acetyl chloride and Hantzsch ester under mild conditions and exhibits broad functional group tolerance. Mechanistic studies suggest that a radical process is involved.

Supporting Information



Publication History

Received: 24 February 2023

Accepted after revision: 29 March 2023

Accepted Manuscript online:
29 March 2023

Article published online:
25 April 2023

© 2023. Thieme. All rights reserved

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