Alkylcyanation of unactivated alkenes via photoinduced hydrogen atom transfer and 1,4-cyano migration

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2025-02-27 DOI:10.1016/j.tetlet.2025.155516

Meichen Xu , Pandaram Sakthivel , Zongyang Ma , Juntao Ye

引用次数: 0

Abstract

1,2-Dicarbofunctionalization of alkenes represents a step-economical strategy for introducing two functional groups simultaneously in organic synthesis. Herein, we report a visible-light-driven alkylcyanation of unactivated alkenes via hydrogen atom transfer (HAT) and cyano migration. Mechanistic studies suggest that a quinuclidineboryl radical serves as an effective hydridic HAT catalyst, facilitating the generation of electrophilic alkyl radicals. This method features mild reaction conditions and good compatibility with a diverse array of functional groups.

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通过光诱导氢原子转移和1,4-氰基迁移的非活化烯烃的烷基氰化

1,2-二碳官能团化是有机合成中同时引入两个官能团的一种阶梯经济策略。在此，我们报道了通过氢原子转移（HAT）和氰基迁移对未活化烯烃的可见光驱动烷基氰化反应。机理研究表明，喹啉乙基自由基是一种有效的水合HAT催化剂，促进亲电烷基自由基的生成。该方法反应条件温和，与多种官能团的相容性好。

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

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.