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使用光氧化还原金催化实现异腈与溴代烷烃的转化反应。

Transformations of Isonitriles with Bromoalkanes Using Photoredox Gold Catalysis.

作者信息

Rohe Samantha, McCallum Terry, Morris Avery O, Barriault Louis

机构信息

Centre for Catalysis, Research and Innovation Department of Chemistry and Biomolecular Sciences , University of Ottawa , 10 Marie Curie , Ottawa , Ontario K1N 6N5 , Canada.

出版信息

J Org Chem. 2018 Sep 7;83(17):10015-10024. doi: 10.1021/acs.joc.8b01380. Epub 2018 Jul 16.

Abstract

Isonitriles have excellent electronic compatibility to react with free radicals. Recently, photoredox catalysis has emerged as a powerful tool for the construction of C-C bonds with few protocols for alkylative heterocycle synthesis through isonitrile addition. Herein, we describe the photocatalytic generation of alkyl radicals from unactivated bromoalkanes as part of an efficient cross-coupling strategy for the diversification of isonitriles using a dimeric gold(I) photoredox catalyst, [Au(dppm)]Cl.

摘要

异腈与自由基具有出色的电子兼容性,能够发生反应。最近,光氧化还原催化已成为构建碳-碳键的有力工具,不过通过异腈加成进行烷基化杂环合成的方案较少。在此,我们描述了使用二聚金(I)光氧化还原催化剂[Au(dppm)]Cl,从不活泼的溴代烷烃光催化生成烷基自由基,这是异腈多样化高效交叉偶联策略的一部分。

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