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三苯甲基异腈作为可见光介导的光氧化还原催化氰化反应的通用试剂。

Trityl isocyanide as a general reagent for visible light mediated photoredox-catalyzed cyanations.

作者信息

Quirós Irene, Martín María, Pérez-Sánchez Carla, Rigotti Thomas, Tortosa Mariola

机构信息

Organic Chemistry Department, Faculty of Science, Autonomous University of Madrid (UAM) Madrid 28049 Spain

Center for Innovation in Advanced Chemistry (ORFEO-CINQA), Autonomous University of Madrid (UAM) Madrid 28049 Spain.

出版信息

Chem Sci. 2024 Aug 6;15(35):14188-94. doi: 10.1039/d4sc04199b.

Abstract

A photoredox catalytic strategy has been developed to enable the functionalization of a variety of commercially available, structurally different radical precursors by the use of a bench-stable isonitrile as an efficient cyanating reagent. Specifically, a radical-based reaction has provided a mild and convenient procedure for the cyanation of primary, secondary and tertiary radicals derived from widely accessible sp-hybridized carboxylic acids, alcohols and halides under visible light irradiation. The reaction tolerates a variety of functional groups and it represents a complementary method for the cyanation of structurally different scaffolds that show diverse native functionalities, expanding the scope of previously reported methodologies.

摘要

已开发出一种光氧化还原催化策略,通过使用一种易于操作的异腈作为高效氰化试剂,实现了多种市售、结构不同的自由基前体的官能化。具体而言,基于自由基的反应提供了一种温和且便捷的方法,可在可见光照射下,对源自广泛可得的sp杂化羧酸、醇和卤化物的伯、仲和叔自由基进行氰化。该反应耐受多种官能团,是对结构不同且具有多样天然官能团的支架进行氰化的一种补充方法,扩展了先前报道方法的适用范围。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0c36/11389497/da8ba597a220/d4sc04199b-f1.jpg

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