Reductive Coupling of Sodium Sulfinates for the Synthesis of Thiosulfonates

Xiya Cheng; Mengxuan Zhang; Guanyinsheng Qiu; Danqing Zheng

doi:10.1055/a-2065-5802

Synthesis, Inhaltsverzeichnis

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‡

^aSchool of Science, Zhejiang Sci-Tech University, Hangzhou 310018, Zhejiang, P. R. of China

^bCollege of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, Zhejiang, P. R. of China

,

Mengxuan Zhang‡

^cState 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∗

^bCollege of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, Zhejiang, P. R. of China

,

Danqing Zheng ∗

^cState Key Laboratory of Materials-Oriented Chemical Engineering, College of Chemical Engineering, Nanjing Tech University, South Puzhu Road 30, Nanjing 210009, P. R. of China

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Abstract

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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.

Key words

sulfoxides - sulfinyl radicals - thiosulfonates - radical reaction - reductive coupling

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