Addition reactions of heterocyclic compounds. Part LXI. Reactions of electrophilic acetylenes with conjugated cyclic enamines
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 8,p. 744-748
- https://doi.org/10.1039/p19750000744
Abstract
[1-Alkylpyridin-4(1H)-ylidene] acetates and related compounds react at the exocyclic double bond with electrophilic acetylenes to give 1 : 1 and 1 : 2 adducts by simple Michael addition followed by proton shift. With tetracyanoethylene a related product was isolated and also a compound in which the ester group had been lost. Methyl [1-alkylpyridin-2(1H)-ylidene] acetates give analogous products with methyl propiolate, but-3-yn-2-one, and 4-phenylbut-3-yn-2-one.Keywords
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