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Radical Annulation of 2-Cyanoaryl Acrylamides via C=C Double Bond Cleavage: Access to Amino-Substituted 2-Quinolones

Wen-Jin Xia, Tai-Gang Fan, Zhi-Wei Zhao, Xin Chen, Xiang-Xiang Wang and Ya-Min Li*

*Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, P. R. China, Email:

W.-J. Xia, T.-G. Fan, Z.-W. Zhao, X. Chen, X.-X. Wang, Y.-M. Li, Org. Lett., 2021, 23, 6158-6163.

DOI: 10.1021/acs.orglett.1c02281


An annulation of 2-cyanoaryl acrylamides via C=C double bond cleavage enables a facile and efficient synthesis of functionalized 4-amino-2-quinolones, which are important N-heterocycles. In this transformation, a THF radical plays a crucial role.

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proposed mechanisms

Key Words

2-quinolones, TBHP

ID: J54-Y2021