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tert-Butyl Hypochlorite Induced Cyclization of Ethyl 2-(N-Aryl­carbamoyl)-2-iminoacetates

Dianjun Li, Ying Li*, Wei Yu*

*State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. of China, Email: liyinglzu.edu.cn, yuweilzu.edu.cn

D. Li, Y. Li, W. Yu, Synthesis, 2017, 49, 4283-4291.

DOI: 10.1055/s-0036-1588462


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Abstract

The combination of tert-butyl hypochlorite, tetrabutylammonium iodide and tetrabutylammonium chloride as oxidation system enables the transformation of ethyl 2-(N-arylcarbamoyl)-2-iminoacetates into the corresponding quinoxalinones in high yield. Oxygen exhibits a beneficial effect on the reaction.

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Key Words

quinoxalinones, cyclization, radical reaction, iminyl radical, peroxyl radical, tert-butyl hypochlorite, oxygen


ID: J66-Y2017