One-Pot Synthesis of Quinoxalinones via Tandem Nitrosation/Cyclization of N‑Aryl Cyanoacetamides

A new one-pot strategy for the synthesis of quinoxalin-2-ones from the tandem nitrosation/cyclization reaction of N-aryl cyanoacetamides with tert-butyl nitrite has been developed. The dehydrogenative N-incorporation is achieved through a sequence of nitrosation, tautomerization, and cyclization, af...

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Bibliographic Details
Published in:Journal of organic chemistry 2017-10, Vol.82 (20), p.11247-11252
Main Authors: Wang, Fang, Hu, Bo-Lun, Liu, Lizhi, Tu, Hai-Yong, Zhang, Xing-Guo
Format: Article
Language:English
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Summary:A new one-pot strategy for the synthesis of quinoxalin-2-ones from the tandem nitrosation/cyclization reaction of N-aryl cyanoacetamides with tert-butyl nitrite has been developed. The dehydrogenative N-incorporation is achieved through a sequence of nitrosation, tautomerization, and cyclization, affording quinoxalin-2-ones in moderate to good yields with good functional group tolerance.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b01930