通过 C-S 键活化实现苄基锍盐与硫代磺酸盐的交电偶联。

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

The Journal of Organic Chemistry Pub Date : 2024-09-20 Epub Date: 2024-09-03 DOI:10.1021/acs.joc.4c01786

Xuan-Bo Hu, Yuwei Chen, Chen-Long Zhu, Hao Xu, Xiaocong Zhou, Weidong Rao, Xiao-Chun Hang, Xue-Qiang Chu, Zhi-Liang Shen

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引用次数: 0

摘要

通过 C-S 键裂解，实现了锌介导的苄基锍盐与硫代磺酸盐的交叉亲电偶联。在不含过渡金属的条件下，还原硫代反应进行顺利，以良好的产率获得了所需的苄基硫化物，并表现出广泛的底物范围和良好的官能度耐受性。此外，该反应还可应用于硒磺酸盐作为有效的硒化剂，并可进行放大合成。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Cross-Electrophile Couplings of Benzyl Sulfonium Salts with Thiosulfonates via C-S Bond Activation.

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Cross-Electrophile Couplings of Benzyl Sulfonium Salts with Thiosulfonates via C-S Bond Activation.

A zinc-mediated cross-electrophile coupling of benzyl sulfonium salts with thiosulfonates via C-S bond cleavage was achieved. The reductive thiolation proceeded well under transition metal-free conditions to afford the desired benzyl sulfides in good yields, exhibiting both broad substrate scope and good functionality tolerance. In addition, the reaction could be applied to the use of selenosulfonate as an effective selenylation agent and be subjected to scale-up synthesis.

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来源期刊

The Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.