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 room temperature rate constant for the reaction of the vinyl radical with molecular hydrogen has been determined by employing laser photolysis coupled to a kinetic-absorption spectroscopic technique and separately via a gas chromatographic product analysis technique.
33 citations
TL;DR: In this paper, the authors showed that in the presence of N-(o-nitrophenylsulfonyl)imines 8a−13a at ambient pressure with tri-2-furylphosphine-ligated rhodium catalysts, Mannich products 8b−13b and 8c−13c with moderate to good levels of syn-diastereoselectivity were obtained.
Abstract: Catalytic hydrogenation of methyl vinyl ketone (MVK) and ethyl vinyl ketone (EVK) in the presence of N-(o-nitrophenylsulfonyl)imines 8a−13a at ambient pressure with tri-2-furylphosphine-ligated rhodium catalysts enables formation of Mannich products 8b−13b and 8c−13c with moderate to good levels of syn-diastereoselectivity. As revealed by an assay of various N-protecting groups, excellent yields of reductive Mannich product also are obtained for N-arylimines 1a−4a, although diminished levels of syn-diastereoselectivity are observed. Coupling of MVK to imine 8a under a deuterium atmosphere provides deuterio-8b, which incorporates a single deuterium atom at the former enone β-position.
32 citations
TL;DR: In this article, a series of bifunctional chiral chiral phosphane Lewis bases having one phenyl group and an electron-donating alkyl group on the phosphorus atom was designed and successfully synthesized.
32 citations
TL;DR: A novel fragmentation-cycloaddition process that produced unexpected heterocyclic systems by a fragmentation-recombination mechanism is discovered and evidence for the mechanism of the formation of the dihydropyrazoles is presented.
Abstract: An unusual reaction process that produced unexpected heterocyclic systems by a fragmentation−recombination mechanism is described. Thus treatment of the triketone, 3-acetyl-2,6-heptanedione, 1, with methanesulfonyl azide gave, in addition to the expected α-diazo ketone 3a, the dihydropyrazole 3c and its oxidation product, the pyrazole 3d. We propose that the initially formed α-diazo ketone 3a fragments into the simple α-diazomethyl ketone and methyl vinyl ketone which then undergo an intermolecular [2,3]-dipolar cycloaddition. Analogous treatment of the trifluoromethyl trione 2 again afforded a pyrazole 4c. Further experiments were carried out to lend evidence to our mechanistic hypothesis. Thus α-diazoacetophenone 5 and MVK underwent a [2,3]-dipolar cycloaddition under mild conditions to give the two regioisomeric dihydropyrazoles 6a and 6b. Interestingly these were formed in a 2:1 ratio, which suggested that 6a was more stable than 6b. The structures of 6a and 6b were optimized by using the B3LYP densit...
32 citations
TL;DR: The loss rate by tree uptake was the highest, followed by the reaction with OH radicals, even at a high OH concentration, suggesting that tree uptake provides a significant sink for the two isoprene-oxygenates within the forest canopy.
Abstract: Methacrolein (MACR) and methyl vinyl ketone (MVK) are oxygenates produced from isoprene which is abundantly emitted by trees. The uptake rate of these compounds by leaves of three different Quercus...
32 citations