Electroreductive C3 Pyridylation of Quinoxalin-2(1H)‑ones: An Effective Way to Access Bidentate Nitrogen Ligands

The construction of functional N-containing active biomolecules and bidentate nitrogen ligands by electroreductive pyridylation of N-heteroaromatics is an eye-catching task and challenge. A simple and practical electroreductive-induced C3 pyridylation of quinoxalin-2­(1H)-ones with readily available...

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Bibliographic Details
Published in:Organic letters 2021-02, Vol.23 (3), p.1081-1085
Main Authors: Wen, Jiangwei, Yang, Xiaoting, Yan, Kelu, Qin, Hongyun, Ma, Jing, Sun, Xuejun, Yang, Jianjing, Wang, Hua
Format: Article
Language:English
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Summary:The construction of functional N-containing active biomolecules and bidentate nitrogen ligands by electroreductive pyridylation of N-heteroaromatics is an eye-catching task and challenge. A simple and practical electroreductive-induced C3 pyridylation of quinoxalin-2­(1H)-ones with readily available cyanopyridines is reported. More than 36 examples are supplied, and the reaction performed in >95% yield. The present protocol provides a convenient, efficient, and gram-scale synthesis strategy for a series of new types of potential bidentate nitrogen ligands.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c04296