Issue 0, 1980

Alkynyl- and dialkynyl-quinoxalines. Synthesis of condensed quinoxalines

Abstract

Condensation of 2-chloro- and 2,3-dichloro-quinoxalines with alk-1-ynes in the presence of bis(triphenylphosphine)palladium(II) dichloride and copper(I) iodide gives mono- and di-alkynylquinoxalines. Addition of amines to these products gives stable enamines; hydration gives 2′-oxoalkyl compounds which exist predominantly in the intramolecularly hydrogen-bonded enol form. Condensation of the alkynylquinoxalines with diethyl sodiomalonate, and related compounds, yields pyrido[1,2-a]quinoxalin-4-one derivatives. 2-Alkynyl-3-chloro quinoxalines are intermediates for convenient syntheses of pyrrolo[2,3-b]quinoxalines.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1980, 1384-1389

Alkynyl- and dialkynyl-quinoxalines. Synthesis of condensed quinoxalines

D. E. Ames and M. I. Brohi, J. Chem. Soc., Perkin Trans. 1, 1980, 1384 DOI: 10.1039/P19800001384

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