Issue 5, 1975

Synthesis of quinoxalinones by the reaction of o-phenylenediamines with dimethyl acetylenedicarboxylate

Abstract

The reaction of N-monosubstituted o-phenylenediamines with dimethyl acetylenedicarboxylate gives 1-substituted 3-(ethoxycarbonylmethylene)-3,4-dihydroquinoxalin-2(1H)-ones. Hydrolysis and decarboxylation of these products is accompanied by rearrangement to the 1-substituted 3-methylquinoxalin-2-ones. In the case of the product derived from 7-amino-2-methylindoline, the intermediate 3-methylene compound was obtained.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1975, 401-403

Synthesis of quinoxalinones by the reaction of o-phenylenediamines with dimethyl acetylenedicarboxylate

H. Suschitzky, B. J. Wakefield and R. A. Whittaker, J. Chem. Soc., Perkin Trans. 1, 1975, 401 DOI: 10.1039/P19750000401

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