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Metal-Free Cascade Formation of C–C and C–N Bond for the Construction of 3-Cyano-2-Pyridones with Insecticidal Properties

Authors :
Yao Tang
Nvjiang Wu
Junyu Xu
Xiaopo Zhang
Youbin Li
Xuesong Wang
Source :
Molecules, Vol 29, Iss 12, p 2792 (2024)
Publication Year :
2024
Publisher :
MDPI AG, 2024.

Abstract

A straightforward and efficient methodology has been developed for the synthesis of 3-cyano-2-pyridones via the C–C and C–N bond formation processes. A total of 51 diverse 3-cyano-2-pyridone derivatives were obtained in moderate to excellent yields. This reaction featured advantages such as a metal-free process, wide functional group tolerance, simple operation, and mild conditions. A plausible mechanism for the reaction was proposed. 3-cyano-2-pyridones as ricinine analogues for insecticidal properties were evaluated, and the compound 3ci (LC50 = 2.206 mg/mL) showed the best insecticidal property.

Details

Language :
English
ISSN :
14203049
Volume :
29
Issue :
12
Database :
Directory of Open Access Journals
Journal :
Molecules
Publication Type :
Academic Journal
Accession number :
edsdoj.70dc13a8009b4715bc75b55d95448acb
Document Type :
article
Full Text :
https://doi.org/10.3390/molecules29122792