Alkynyl- and dialkynyl-quinoxalines. Synthesis of condensed quinoxalines
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1384-1389
- https://doi.org/10.1039/p19800001384
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.Keywords
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