Cyano-Fluorosulfonylation of Unactivated Alkenes by Photoredox and Copper Dual Catalysis

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-10-16 DOI:10.1021/acs.orglett.4c03495

Rongbiao Wei, Yao Huang, Oleg I. Afanasyev, Yuanming Li, Denis Chusov, Saihu Liao

引用次数: 0

Abstract

Both fluorosulfonyl and cyano groups are important structural motifs in bioactive molecules. Herein, we report a new difunctionalization reaction of alkenes based on fluorosulfonyl radicals, which allows for the introduction of the fluorosulfonyl and cyano groups into unactivated alkenes in one step. This transformation is enabled by merging photoredox and copper catalysis, featuring visible light catalysis, mild conditions, and good functional group tolerance. Further transformation of products via SuFEx reactions is also demonstrated.

Abstract Image

查看原文本刊更多论文

通过光氧化和铜双重催化实现未活化烯烃的氰氟磺酰化反应

氟磺酰基和氰基都是生物活性分子中的重要结构基团。在此，我们报告了一种基于氟磺酰自由基的新型烯烃双官能化反应，该反应可在一个步骤中将氟磺酰基和氰基引入未活化的烯烃中。光氧化与铜催化的结合实现了这一转化，具有可见光催化、条件温和和良好的官能团耐受性等特点。此外，还展示了通过 SuFEx 反应进一步转化产品的过程。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

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.