Rh(II)-Catalyzed 1,3-Dichalcogenation of Vinyl Carbenes via [1,4]-Migratory Rearrangement of Sulfur/Selenium Ylides

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2026-04-24 Epub Date: 2026-04-13 DOI:10.1021/acs.orglett.6c00809

Jiangtao Wang, , , Bin Wei, , , Xiang Gao, , , Xiao-Xi Li, , and , Xingwei Li*,

引用次数: 0

Abstract

A Rh(II)-catalyzed formal 1,3-dichalcogenation of vinyl carbenes is described using stable hydrazones as carbene precursors and disulfides and diselenides as chalcogen sources. The reaction proceeds with excellent regio- and stereoselectivities under mild conditions, with the [1,4]-sigmatropic migration of an ylidic intermediate being a key step. Mechanistic studies support a concerted pathway of chalcogen migration.

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Rh（II）通过[1,4]催化乙烯基卡贝烯的1,3-二硫代化-硫/硒基的迁移重排。

以稳定的腙为碳前体，二硫化物和二硒化物为碳源，描述了Rh（II）催化的乙烯基碳的1,3-二硫代化反应。在温和的条件下，反应以优异的区域选择性和立体选择性进行，其中[1,4]-异向迁移是关键步骤。机制研究支持一个协调一致的途径的硫迁移。

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.