One-Pot Stepwise Dechalcogenization of Trisulfides to Unsymmetrical Dialkyl Thioethers

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-17 DOI:10.1021/acs.orglett.5c01079

Jiuwen Xu, Ying Chen, Weidong Rao, Fei Wang, Shu-Su Shen, Ping Song, Shun-Yi Wang

引用次数: 0

Abstract

The construction of C–S bonds has garnered significant interest due to the ubiquitous presence of organosulfur compounds in natural products and bioactive molecules. Herein, we report a one-pot, stepwise desulfuration strategy employing trisulfides as precursors for the synthesis of unsymmetrical dialkylthioethers. Our study demonstrates that copper powder facilitates the conversion of trisulfides into disulfides, which subsequently undergo a nickel-catalyzed reductive coupling to afford the desired products. This approach provides a practical, odorless, and broadly applicable method for the synthesis of unsymmetrical dialkylthioethers.

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三硫化物一锅逐步脱硫成不对称二烷基硫醚

由于有机硫化合物在天然产物和生物活性分子中普遍存在，C-S键的构建引起了极大的兴趣。在此，我们报告了一锅，逐步脱硫策略采用三硫化物为前驱体合成不对称二烷基硫醚。我们的研究表明，铜粉有助于将三硫化物转化为二硫化物，二硫化物随后经过镍催化的还原偶联以提供所需的产品。该方法为非对称二基硫醚的合成提供了一种实用、无味、广泛适用的方法。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.