Visible-light-induced alkoxyl radical generation for inert chemical bond cleavage/functionalization

Chemical Communications : Chem Comm
Kunfang Jia, Yiyun Chen

Abstract

Inert chemical bond cleavage and functionalization reactions provide expedient synthetic routes and are fundamental in organic synthesis. Alkoxyl radicals enable inert chemical bond cleavages by hydrogen atom transfer and β-fragmentation reactivity; however their further synthetic transformations and functional group compatibility are limited by traditional alkoxyl radical generation methods. Recently, visible-light-induced alkoxyl radical generation methods have emerged and led to new advancements in inert chemical bond cleavage reactions and subsequent functionalization, with excellent chemoselectivity and functional group compatibility. In this Feature Article, the generation of alkoxyl radicals by different visible-light-induced methods and their common or distinct reactivity are discussed, which are categorized by C(sp3)-H, C(sp3)-C(sp3), and C(sp3)-X bond cleavages and subsequent transformations.

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Citations

Jan 3, 2019·Chemical Communications : Chem Comm·Thomas Duhamel, Kilian Muñiz
Feb 16, 2019·Chemical Communications : Chem Comm·Luca Capaldo, Davide Ravelli
Aug 3, 2019·Organic & Biomolecular Chemistry·I F Dempsey HyattCyrus Mowdawalla
Apr 3, 2020·Chemical Communications : Chem Comm·Jiang-Ling ShiJianbo Wang
Jul 24, 2020·Angewandte Chemie·Ning JiaoBing Han
Feb 19, 2019·Chemical Science·Guo-Xing LiGong Chen
Apr 19, 2019·Chemical Science·Johnny W LeeMing-Yu Ngai
Jul 28, 2019·Chemical Communications : Chem Comm·Xinxin Wu, Chen Zhu
Jan 2, 2021·Chemical Science·Elaine TsuiRobert R Knowles
Oct 13, 2020·Organic Letters·Alexandra R RiveroCarl-Johan Wallentin
Mar 17, 2020·Organic Letters·Tengfei JiMagnus Rueping
Sep 10, 2020·Organic Letters·Chao ShuVarinder K Aggarwal
Jan 31, 2020·Journal of the American Chemical Society·Alastair N HerronJin-Quan Yu
Jul 25, 2020·Accounts of Chemical Research·Xinxin Wu, Chen Zhu
Aug 19, 2021·Angewandte Chemie·Min ZhengHongjian Lu
Oct 7, 2021·Chemical Reviews·Liang ChangZhiwei Zuo
Oct 30, 2021·Organic Letters·Ni XiongRong Zeng

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