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Synlett 2022; 33(04): 361-366
DOI: 10.1055/s-0041-1737762
letter

Nickel-Catalyzed Reductive Cross-Coupling of Benzylic Sulfonium Salts with Aryl Iodides

Wei Wang
a   Center for Supramolecular Chemistry and Catalysis and Department of Chemistry, Shanghai University, 99 Shangda Road, Shanghai 200444
,
Ken Yao
a   Center for Supramolecular Chemistry and Catalysis and Department of Chemistry, Shanghai University, 99 Shangda Road, Shanghai 200444
,
Fan Wu∗
b   Institute of Drug Discovery Technology and Qian Xuesen Collaborative Research Center of Astrochemistry and Space Life Sciences, Ningbo University, Ningbo, Zhejiang 315211, P. R. of China
› Author AffiliationsThis research was supported by the National Natural Science Foundation of China (No. 21871173).
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Abstract

A nickel-catalyzed cross-electrophile coupling of benzylic sulfonium salts with aryl iodides has been developed, providing direct access to diarylalkanes from readily available and stable coupling partners. Preliminary mechanistic studies suggest that the C–S bond cleavage proceeds through a single-electron transfer process to generate a benzylic radical.

Key words

nickel catalysis - cross-coupling - arylation - diarylalkanes - sulfonium salts - aryl iodides

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0041-1737762.
  • Supporting Information


Publication History

Received: 27 October 2021

Accepted after revision: 20 December 2021

Article published online:
13 January 2022

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