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当代芳基自由基的生成方法。

Contemporary methods for generation of aryl radicals.

机构信息

Department of Chemistry and Biochemistry, The University of Texas at Dallas, 800 West Campbell, BSB13, Richardson, Texas 75080-3021, USA.

出版信息

Chem Soc Rev. 2021 Mar 1;50(4):2244-2259. doi: 10.1039/d0cs00589d.

DOI:10.1039/d0cs00589d
PMID:33313618
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7920999/
Abstract

The synthetic utility of aryl radicals has been established in the last century, however, their broad applications were hampered by ineffective generation methods. It was in the last decade, that a rapid development of various redox systems took place, thus triggering a renaissance of aryl radical chemistry. This tutorial review focuses on the start-of-the-art methods for generation of aryl radicals. Primarily, various light-induced systems, including photoredox catalysis, visible light transition metal catalysis, and chemistry of electron donor-acceptor complexes, are reviewed. The main current precursors of aryl radicals are evaluated together with the selected examples of their modern applications.

摘要

芳基自由基的合成实用性在上世纪已经确立,然而,其广泛的应用受到了低效生成方法的阻碍。直到过去十年,各种氧化还原体系才迅速发展起来,从而引发了芳基自由基化学的复兴。本专题评论集中于芳基自由基生成的最新方法。首先,综述了各种光诱导体系,包括光氧化还原催化、可见光过渡金属催化和电子给体-受体配合物化学。评估了芳基自由基的主要当前前体,并结合其现代应用的一些实例进行了选择。

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Nat Chem. 2020 Jan;12(1):56-62. doi: 10.1038/s41557-019-0353-3. Epub 2019 Nov 25.
8
Transition-Metal- and Light-Free Directed Amination of Remote Unactivated C(sp)-H Bonds of Alcohols.过渡金属和光促进的醇类中远程非活化 C(sp3)-H 键的导向氨基化反应。
J Am Chem Soc. 2019 May 22;141(20):8104-8109. doi: 10.1021/jacs.9b04189. Epub 2019 May 8.
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Transition-metal-free α-arylation of oxindoles a visible-light-promoted electron transfer.无过渡金属的氧化吲哚α-芳基化:可见光促进的电子转移
Chem Sci. 2019 Jan 22;10(10):3049-3053. doi: 10.1039/c8sc05170d. eCollection 2019 Mar 14.
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A general electrochemical strategy for the Sandmeyer reaction.桑德迈尔反应的一种通用电化学策略。
Chem Sci. 2018 Sep 17;9(46):8731-8737. doi: 10.1039/c8sc03346c. eCollection 2018 Dec 14.