Topic
Methyl vinyl ketone
About: Methyl vinyl ketone is a research topic. Over the lifetime, 1510 publications have been published within this topic receiving 26839 citations. The topic is also known as: 3-buten-2-one & gamma-oxo-alpha-butylene.
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TL;DR: In this article, the same mixture is obtained when 2-(3-oxobutyl)dimedone reacts with ammonia in toluene, but in xylene a single, tetracyclic product is obtained.
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.
13 citations
TL;DR: Polyhydroxylated pyrrolizidines bearing a methyl group at C-5 have been synthesized by 1,3-dipolar cycloaddition of five membered cyclic nitrones with methyl vinyl ketone followed by a N-O reductive cleavage and in situ intramolecular reductive amination.
13 citations
TL;DR: In this paper, the Michael addition of β-keto esters to 3-buten-2-one (methyl vinyl ketone, MVK) in the presence of a pentacoordinate organosilicate was investigated.
13 citations
TL;DR: In this paper, amorpholinobuta-1,3-diene cycloadds to aromatic aldehydes, N-benzylideneaniline, and methyl vinyl ketone were used to give oxan-4-ones, 4-morpholinotetrahydropyridines, and 4-acetyl-1-morpholocyclohexene derivatives, respectively, with high degree of diastereoselectivity.
Abstract: 2-Morpholinobuta-1,3-diene cycloadds to aromatic aldehydes, N-benzylideneaniline, and methyl vinyl ketone, to give oxan-4-ones, 4-morpholinotetrahydropyridines, and 4-acetyl-1-morpholinocyclohexene derivatives, respectively, with a high degree of diastereoselectivity.
13 citations
Patent•
17 Jun 1988TL;DR: An intermediate for the manufacture of nabumetone, 4-(6'-methoxy-2'-naphthyl)-3-buten-2-one, is prepared by contacting 2-bromo-6-methoxynaphphalene with methyl vinyl ketone in the presence of a palladium catalyst at from about 50° C to about 200° C as discussed by the authors.
Abstract: An intermediate for the manufacture of nabumetone, 4-(6'-methoxy-2'-naphthyl)-3-buten-2-one, is prepared by contacting 2-bromo-6-methoxynaphphalene with methyl vinyl ketone in the presence of a palladium catalyst at from about 50° C. to about 200° C. for a time sufficient to cause substantially complete reaction to occur.
13 citations