4.2 Article

A metal-free approach for the synthesis of thiosulfonates from sulfonyl hydrazides

期刊

JOURNAL OF CHEMICAL RESEARCH
卷 45, 期 11-12, 页码 921-927

出版社

SAGE PUBLICATIONS LTD
DOI: 10.1177/17475198211014444

关键词

metal-free; NBS; DABCO; sulfonyl hydrazides; synthesis; thiosulfonates

资金

  1. Traditional Chinese Medicine Research Projects of Health and Family Planning Commission of Jiangxi Province [2018A312, 2019A228]

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This study presents an efficient transformation of sulfonyl hydrazides into thiosulfonates using NBS/DABCO without the need for any metal catalyst. The method offers mild reaction conditions, moderate to good yields, and a broad substrate scope. A plausible mechanism for the reaction is proposed involving the decomposition of sulfonyl hydrazides and the formation of S(O-2)-S bonds to produce thiosulfonates.
Without any metal catalyst, an efficient transformation of a variety of sulfonyl hydrazides into the corresponding thiosulfonates mediated by NBS/DABCO under air is developed. The method utilizes mild reaction conditions, affords moderate to good yields of product, and tolerates a broad substrate scope. A plausible mechanism is proposed for the decomposition of the sulfonyl hydrazides and the construction of S(O-2)-S bonds to form thiosulfonates.

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