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一种用于远程官能团化亚胺基自由基的双光氧化还原-镍策略:自由基开环-芳基化、-乙烯基化和-烷基化串联反应。

A dual photoredox-nickel strategy for remote functionalization iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades.

作者信息

Dauncey Elizabeth M, Dighe Shashikant U, Douglas James J, Leonori Daniele

机构信息

School of Chemistry , University of Manchester , Oxford Road , Manchester M13 9PL , UK . Email:

Early Chemical Development , Pharmaceutical Sciences , AstraZeneca, R&D , Macclesfield SK10 2NA , UK.

出版信息

Chem Sci. 2019 Jun 27;10(33):7728-7733. doi: 10.1039/c9sc02616a. eCollection 2019 Sep 7.

Abstract

A divergent strategy for the remote arylation, vinylation and alkylation of nitriles is described. These processes proceed through the photoredox generation of a cyclic iminyl radical and its following ring-opening reaction. The distal nitrile radical is then engaged in nickel-based catalytic cycles to form C-C bonds with aryl bromides, alkynes and alkyl bromides.

摘要

本文描述了一种用于腈的远程芳基化、乙烯基化和烷基化的发散策略。这些过程通过环状亚胺基自由基的光氧化还原生成及其随后的开环反应进行。然后,远端腈基自由基参与镍基催化循环,与芳基溴、炔烃和烷基溴形成碳-碳键。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc52/7053659/4714dbc25825/c9sc02616a-s1.jpg

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