Reactions between enaminones and enones. Part 1. Some unexpected products from the condensation of 3-aminocyclohexenones with methyl vinyl ketone
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1411-1414
- https://doi.org/10.1039/p19790001411
Abstract
Methyl vinyl ketone readily undergoes acid-catalysed condensation with 3-amino-5,5-dimethylcyclohex-2-enone to give an unstable dihydropyridine which spontaneously disproportionates. The same mixture is obtained when 2-(3-oxobutyl)dimedone reacts with ammonia in toluene, but in xylene a single, tetracyclic product is obtained. In the absence of acid, the dihydropyridine can be trapped by an excess of methyl vinyl ketone to give a hexahydro pyranoquinoline. Some primary amines react with 2-(3-oxobutyl)dimedone to give dienaminones.Keywords
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