Literature DB >> 29214705

A Visible-Light-Driven Iminyl Radical-Mediated C-C Single Bond Cleavage/Radical Addition Cascade of Oxime Esters.

Xiao-Ye Yu1, Jia-Rong Chen1, Peng-Zi Wang1, Meng-Nan Yang1, Dong Liang1, Wen-Jing Xiao1,2.   

Abstract

A room-temperature, visible-light-driven N-centered iminyl radical-mediated and redox-neutral C-C single bond cleavage/radical addition cascade reaction of oxime esters and unsaturated systems has been accomplished. The strategy tolerates a wide range of O-acyl oximes and unsaturated systems, such as alkenes, silyl enol ethers, alkynes, and isonitrile, enabling highly selective formation of various chemical bonds. This method thus provides an efficient approach to various diversely substituted cyano-containing alkenes, ketones, carbocycles, and heterocycles.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  N-centered radicals; heterocycles; iminyl radicals; nitriles; photoredox catalysis

Year:  2017        PMID： 29214705     DOI： 10.1002/anie.201710618

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  12 in total

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Journal:  Chem Sci       Date:  2018-10-02       Impact factor: 9.825

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8.  Fine-tuned organic photoredox catalysts for fragmentation-alkynylation cascades of cyclic oxime ethers.

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9.  Electrochemical oxidative oxysulfenylation and aminosulfenylation of alkenes with hydrogen evolution.

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Authors:  Elizabeth M Dauncey; Shashikant U Dighe; James J Douglas; Daniele Leonori
Journal:  Chem Sci       Date:  2019-06-27       Impact factor: 9.825
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