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Synthesis 2023; 55(08): 1253-1259
DOI: 10.1055/a-2004-1006
DOI: 10.1055/a-2004-1006
paper
Facile Synthesis of Diaryl Sulfones through Arylsulfonylation of Arynes and Thiosulfonates
This work was supported by the National Natural Science Foundation of China (No. 22161039) and Shihezi University (Start-up Fund for High-Level Talents, No. KX015001 and International Cooperation Project, No. KX01480304).
Abstract
A mild and transition-metal-free arylsulfonylation reaction of arynes has been developed. Arynes generated in situ from 2-(trimethylsilyl)aryl triflates undergo nucleophilic addition with thiosulfonates to produce diaryl sulfones in 41–99% yield. The reaction can be scaled easily to gram-scale with the high yield maintained. Finally, mechanistic experiments showed that acetonitrile acted as a proton source.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2004-1006
- Supporting Information
Publication History
Received: 11 August 2022
Accepted after revision: 26 December 2022
Accepted Manuscript online:
26 December 2022
Article published online:
13 January 2023
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