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.
Papers published on a yearly basis
Papers
More filters
TL;DR: Cobaloxime 1 gives Diels-Alder adducts with olefinic dienophiles (maleic anhydride, N-phenylmaleimide, p-benzoquinone, dimethyl fumarate, methyl vinyl ketone, and methyl acrylate) as mentioned in this paper.
Abstract: (1-Methylene-2-propenyl)cobaloxime (1), a diene having a transition metal substituent, was prepared conveniently from 2-chloromagnesio-1,3-butadiene and chlorocobaloxime. Cobaloxime 1 gives Diels–Alder adducts with olefinic dienophiles (maleic anhydride, N-phenylmaleimide, p-benzoquinone, dimethyl fumarate, methyl vinyl ketone, and methyl acrylate) and acetylenic dienophiles (methyl propiolate and dimethyl acetylenedicarboxylate). The reactivity of cobaloxime 1 is higher than that of its metalloid analogs, such as 2-silyl-, 2-seleno-, and 2-stannyl-1,3-butadiene, though the reaction pattern is essentially the same. This additional activation of the diene system by cobaloxime is accounted for by a back donation of the filled d-orbital of cobalt(III) to the π-system of the diene.
21 citations
TL;DR: In this paper, the authors described a number of useful radical reactions mediated by Et3B, such as the radical addition of R3SnH to acetylenes and its application to cyclization reaction, the addition of Ph3GeH to Acetylenes, and the reduction of dithiocarbonates with n-Bu3snH-Et3B.
Abstract: Synthetically useful radical reactions mediated by Et3B are described. An addition of catalytic amount of Et3B to a solution of triphenylstannane, triphenylgermane, or benzenethiol in toluene promotes the effective formation of the corresponding triphenylstannyl, triphenylgermyl, or benzenethiyl radical, respectively. Topics are (1) Et3B induced radical addition of R3SnH to acetylenes and its application to cyclization reaction, (2) Et3B induced stereoselective radical addition of Ph3GeH to acetylenes and its application to isomerization of olefins, (3) Et3B induced radical addition of thiols to acetylenes, (4) A facile reduction of dithiocarbonates with n-Bu3SnH-Et3B, (5) Et3B induced hydrodehalogenation of organic halides by tin hydrides, and (6) Et3B-mediated Reformatsky type reaction and three component coupling reaction of alkyl iodides, methyl vinyl ketone, and carbonyl compounds.
21 citations
TL;DR: Two-dimensional cross-spectra correlation analysis is used to identify the emission bands from the same emitting species and improve the S/N of the emission spectra.
Abstract: Following the initial report of the detection of fundamental transitions of all nine vibrational modes of the vinyl radical [Letendre, L.; Liu, D.-K.; Pibel, C. D.; Halpern, J. B.; Dai, H.-L. J. Chem. Phys. 2000, 112, 9209] by time-resolved IR emission spectroscopy, we have re-examined the assignments of the vibrational modes through isotope substitution. Precursor molecules vinyl chloride-d3, vinyl bromide-d3, and 1,3-butadiene-d6 are used for generating vibrationally excited vinyl-d3 through 193 nm photolysis. The nondeuterated versions of these molecules along with vinyl iodide and methyl vinyl ketone are used as precursors for the production of vinyl-h3. IR emission following the 193 nm photolysis laser pulse is recorded with nanosecond time and ∼8 cm−1 frequency resolution. A room-temperature acetylene gas cell is used as a filter to remove the fundamental transitions of acetylene, a photolysis product, in order to reduce the complexity of the emission spectra. Two-dimensional cross-spectra correlati...
21 citations
TL;DR: Various beta,gamma-unsaturated ketones were successfully prepared by cross-coupling reactions of methyl vinyl ketone (MVK) with benzaldehydes mediated by In/InCl(3) in aqueous media.
21 citations
TL;DR: In this article, a series of chiral phosphine-containing Lewis bases were synthesized and successfully applied to the asymmetric Morita-Baylis-Hillman reaction of aldehydes with methyl vinyl ketone (MVK) and ethyl vinyl ketone (EVK) to give the corresponding adducts in moderate yields and enantioselectivities under mild reaction conditions.
Abstract: A series of novel bifunctional chiral phosphine-containing Lewis bases were synthesized and successfully applied to the asymmetric Morita–Baylis–Hillman reaction of aldehydes with methyl vinyl ketone (MVK) and ethyl vinyl ketone (EVK) to give the corresponding adducts in moderate yields and enantioselectivities under mild reaction conditions.
21 citations