Alkylcyanation of Unactivated Alkenes with Protic C(sp3)−H Feedstocks via Radical-Initiated Intramolecular Cyano Group Migration Enabled by Photoredox/Brønsted Base Dual Catalysis

IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL ChemPhotoChem Pub Date : 2024-10-18 DOI:10.1002/cptc.202400282
Yang Hong, Hong-Ping Deng
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Abstract

Cyanofunctionalization of alkenes via radical-initiated cyano migration was a straightforward pathway to access alkyl nitriles. Herein, By the synergistic merger of photoredox catalysis and Brønsted base catalysis, a mild protocol of alkylcyanation of unactivated alkenes with protic C(sp3)−H feedstocks via intramolecular 1,4-cyano group migration was reported. This method was enabled in an atom-, and step-economy manner, delivering a series of γ-cyanoester derivatives in moderate to excellent yields.

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以C(sp3)−H为原料,光氧化还原/Brønsted碱双催化下自由基引发的分子内氰基迁移对未活化烯烃的烷基氰化反应
通过自由基引发的氰基迁移,烯烃的氰基官能化是获得烷基腈的直接途径。本文通过光氧化还原催化和Brønsted碱催化的协同合并,报道了一种通过分子内1,4-氰基迁移,使未活化的烯烃与质子C(sp3)−H原料进行烷基氰化反应的温和方案。该方法以原子经济和阶梯经济的方式实现,以中等到优异的收率提供了一系列γ-氰基酯衍生物。
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来源期刊
ChemPhotoChem
ChemPhotoChem Chemistry-Physical and Theoretical Chemistry
CiteScore
5.80
自引率
5.40%
发文量
165
期刊介绍: Light plays a crucial role in natural processes and leads to exciting phenomena in molecules and materials. ChemPhotoChem welcomes exceptional international research in the entire scope of pure and applied photochemistry, photobiology, and photophysics. Our thorough editorial practices aid us in publishing authoritative research fast. We support the photochemistry community to be a leading light in science. We understand the huge pressures the scientific community is facing every day and we want to support you. Chemistry Europe is an association of 16 chemical societies from 15 European countries. Run by chemists, for chemists—we evaluate, publish, disseminate, and amplify the scientific excellence of chemistry researchers from around the globe.
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