1,2-Alkylthiocyanation of 1,3-Enynes Enabled by Photoredox and Copper Catalysis

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2026-10-16 Epub Date: 2026-10-05 DOI:10.1021/acs.orglett.6c03663

Wen-Chao Zhao, Kai Xiao, Wei Huang, Feng-Hua Zhang

引用次数: 0

Abstract

Propargyl thiocyanates, which contain the alkynyl group and SCN group, are significant building blocks in organic synthesis. However, there is a lack of effective and simple methods for obtaining them. Herein, we have reported a copper- and photoredox-catalyzed multicomponent reaction for 1,3-enynes, NH₄SCN, and NHPI esters, enabling the efficient synthesis of propargyl thiocyanates. SET and EDA strategies were applied. This novel method features redox-neutral conditions, wide substrate scope, and good functional group compatibility. The mechanistic experiment indicates that the reaction involves a radical process.

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光氧化还原和铜催化使1,3-炔的1,2-烷基硫氰化

摘要丙炔硫氰酸酯含有炔基和SCN基团，是有机合成中的重要组成部分。然而，目前还缺乏有效而简单的方法来获取它们。在这里，我们报道了铜和光氧化还原催化的1,3-炔、NH4SCN和NHPI酯的多组分反应，使丙炔硫氰酸酯的高效合成成为可能。采用SET和EDA策略。该方法具有氧化还原中性条件、底物范围广、官能团相容性好等特点。机理实验表明该反应涉及一个自由基过程。

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.