Redox-Neutral Borylation of Aryl Sulfonium Salts via C–S Activation Enabled by Light

Reported here is a novel photoinduced strategy for the borylation of aryl sulfonium salts using bis­(pinacolato)­diboron as the boron source. This method exploits redox-neutral aryl sulfoniums to gain access to aryl radicals via C–S bond activation upon photoexcitation under transition-metal-free co...

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Bibliographic Details
Published in:Organic letters 2019-12, Vol.21 (23), p.9688-9692
Main Authors: Huang, Chen, Feng, Jie, Ma, Rui, Fang, Shuaishuai, Lu, Tao, Tang, Weifang, Du, Ding, Gao, Jian
Format: Article
Language:English
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Summary:Reported here is a novel photoinduced strategy for the borylation of aryl sulfonium salts using bis­(pinacolato)­diboron as the boron source. This method exploits redox-neutral aryl sulfoniums to gain access to aryl radicals via C–S bond activation upon photoexcitation under transition-metal-free conditions. Therefore, it grants access to diverse arylboronate esters with good performance from easily available aryl sulfoniums accompanied by mild conditions, operational simplicity, and easy scalability.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b03850