C═C Double Bond Cleavage of 2-Cyanoaryl Acrylamides for the Construction of 3-Hydroxyquinoline-2,4(1 H ,3 H )-diones

The Journal of Organic Chemistry 2026

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Authors: Jia Hu, Tai‐Gang Fan, Mei Mei Wang, Zhe Yang, Junpeng Li, Jianqiang Wang, Ya‐Min Li
DOI: 10.1021/acs.joc.5c02856
Cited by: 1
References: 64

Abstract

An oxone-promoted radical annulation of 2-cyanoaryl acrylamides involving carbon–carbon double bond cleavage has been developed for the construction of 3-hydroxyquinoline-2,4(1 H,3 H )-diones. Such transformation exhibits good functional group tolerance and scalability. The reaction proceeds through an initial radical cyclization to form a 4-aminoquinolinone intermediate followed by hydroxylation to afford the final product.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Oxidative Organic Chemistry Reactions Radical Photochemical Reactions

Publication details

Journal / source
The Journal of Organic Chemistry
Publisher
American Chemical Society (ACS)
Volume
91
Issue
5
Pages
2152–2160
Publication date
26 January 2026
Language
EN