Rohe Samantha, McCallum Terry, Morris Avery O, Barriault Louis
Centre for Catalysis, Research and Innovation Department of Chemistry and Biomolecular Sciences , University of Ottawa , 10 Marie Curie , Ottawa , Ontario K1N 6N5 , Canada.
J Org Chem. 2018 Sep 7;83(17):10015-10024. doi: 10.1021/acs.joc.8b01380. Epub 2018 Jul 16.
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.
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。
