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Synthesis 2022; 54(01): 153-160
DOI: 10.1055/a-1581-2271
DOI: 10.1055/a-1581-2271
paper
High Chemoselectivity in the Construction of Aryl Methyl Sulfones via an Unexpected C–S Bond Formation between Sulfonylhydrazides and Dimethyl Phosphite
The research gained sponsorship from the Applied Basic Research Foundation of Yunnan Province (No. 2018FB019), the Opening Foundation of the Key Laboratory of Natural Resources and Pharmaceutical Chemistry, Ministry of Education, Yunnan University, and the National Natural Science Foundation of China (NSFC; No. 21961030, 21662046 and 21202142), and Scientific and Technological Innovation Team for Green Catalysis and Energy Material in Yunnan, Yunnan Institutions of Higher Learning.
Abstract
A highly chemoselective route to aryl methyl sulfones via an unexpected C–S bond formation between sulfonylhydrazides and dimethyl phosphite catalyzed by NaI under mild conditions has been established. This transformation provides an alternative and metal-free pathway to acquire various aryl methyl sulfones in good to excellent yields. Notably, dimethyl phosphite was employed as a stable and readily available alkyl source.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1581-2271.
- Supporting Information
Publication History
Received: 02 June 2021
Accepted after revision: 09 August 2021
Accepted Manuscript online:
09 August 2021
Article published online:
21 September 2021
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