Issue 15, 2024
From the journal:

Organic & Biomolecular Chemistry

Photogenerated chlorine radicals activate C(sp3)–H bonds of alkylbenzenes to access quinazolinones†

Xin-Yao Pan,‡a   Gui-Xia Sun,‡a   Fang-Ping Huang,a   Wen-Jian Qin,a   Qing-Hu Teng ORCID logo *a  and  Kai Wang ORCID logo *a  

* Corresponding authors

a Guangxi Key Laboratory of Electrochemical and Magnetochemical Functional Materials, College of Chemistry and Bioengineering, Guilin University of Technology, Guilin, China
E-mail: 2020130@glut.edu.cn, kaiwang@glut.edu.cn

Abstract

An Fe-catalyzed visible-light induced condensation of alkylbenzenes with anthranilamides has been developed. Upon irradiation, the trivalent iron complex could generate chlorine radicals, which successfully abstracted the hydrogen of benzylic C–H bonds to form benzyl radicals. And these benzyl radicals were converted into oxygenated products under air conditions, which subsequently reacted with anthranilamides for the synthesis of quinazolinones.

Graphical abstract: Photogenerated chlorine radicals activate C(sp3)–H bonds of alkylbenzenes to access quinazolinones

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Article information

DOI
https://doi.org/10.1039/D4OB00129J
Article type
Communication
Submitted
24 Jan 2024
Accepted
20 Mar 2024
First published
20 Mar 2024

Org. Biomol. Chem., 2024,22, 2968-2973

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Photogenerated chlorine radicals activate C(sp3)–H bonds of alkylbenzenes to access quinazolinones

X. Pan, G. Sun, F. Huang, W. Qin, Q. Teng and K. Wang, Org. Biomol. Chem., 2024, 22, 2968 DOI: 10.1039/D4OB00129J

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