Showing papers on "Methyl vinyl ketone published in 1979"
29 citations
TL;DR: In this article, the σ-bonded structure of ruthenocene derivatives has been confirmed by IR analysis and the reactions of 2 with triphenylphosphine, thallium(I) acetylacetonate, and lithium aluminum deuteride have been examined.
Abstract: The reaction between (dimethylaminomethyl)ruthenocene with lithium tetrachloropalladate(II) in the presence of sodium acetate gave di-μ-chloro-bis[2-(dimethylaminomethyl)ruthenocenyl]dipalladium(II) (2). The σ-bonded structure of 2 has been confirmed by IR analysis and the reactions of 2 with triphenylphosphine, thallium(I) acetylacetonate, and lithium aluminum deuteride. The reactions of chloro [2-(dimethylaminomethyl)ruthenocenyl](triphenylphosphine)palladium(II) with carbon monoxide and 2 with methyl vinyl ketone, phenyl vinyl ketone, and styrene have been examined. 1,2-Disubstituted ruthenocene derivatives have been obtained in higher yields than those of the corresponding ferrocene derivatives.
21 citations
TL;DR: In this paper, a second alkylation of the anthraquinone nucleus with formaldehyde is possible, and the methylated ester 11b and the lactone 8 are obtained.
14 citations
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: The title compound 8, a potential intermediate in the total synthesis of cardiac-active principles and other polyfunctional steroids, was prepared in nine steps using methyl vinyl ketone and 2-methy as mentioned in this paper.
Abstract: The title compound 8, a potential intermediate in the total synthesis of cardiac-active principles and other polyfunctional steroids, is prepared in nine steps using methyl vinyl ketone and 2-methy
11 citations
TL;DR: In this paper, the 1,4-addition product in excellent yield was obtained by using a stoichiometric amount of copper(II) acetate to give a 1, 4-additive product.
Abstract: Organoaluminates, readily prepared by TiCl4-catalyzed hydroalumination of olefins with LiAlH4, react with acrolein or methyl vinyl ketone in the presence of a stoichiometric amount of copper(II) acetate to give the 1,4-addition product in excellent yield. The facile reactions offer a convenient method for the preparation from olefins of the corresponding aldehydes or ketones.
8 citations
TL;DR: Spontaneous copolymerizations of cyclic acyl phosphonite (SPO) and phosphite (SPI) with an electron-deficient vinyl monomer such as methyl acrylate (MA), methyl vinyl ketone (MVK), and acrolein (AL), gave the corresponding alternating copolymers.
Abstract: Spontaneous copolymerizations of cyclic acyl phosphonite (SPO) and phosphite (SPI) with an electron-deficient vinyl monomer such as methyl acrylate (MA), methyl vinyl ketone (MVK), and acrolein (AL), gave the corresponding alternating copolymers. These copolymerizations took place without added initiator and proceeded through zwitterion intermediates. Copolymer structures 1a, 1b, 2 and 3 have been established, all of which were derived in a regiospecific manner of ambident anions. The scheme of the copolymerizations is presented.
6 citations
TL;DR: In this article, a five-step process starting from methyl acetoacetate involving electrolysis procedure was used to synthesize 1,4-diketone in 45-48% overall yields.
Abstract: cis-Jasmone (7a) and dihydrojasmone (7b) have been synthesized by facile five-step processes starting from methyl acetoacetate involving electrolysis procedure. Methyl 2-(2-benzothiazolylthio)oct-5-en(or -an)oate, prepared from methyl 2-acetyloct-5-en(or -an)oate (1) by the reaction with the N-(2-benzothiazolylthio)morpholine, were allowed to react with methyl vinyl ketone, leading to the Michael adducts 4. After hydrolysis of 4, the corresponding acids 5 were electrolyzed to afford the desired 1,4-diketone 6 in 45–48% overall yields (based on 1), whose base-catalyzed cyclization gave 7 smoothly.
5 citations
TL;DR: In this paper, the synthesis of complexes containing macrocyclic ligands has been studied and a review article dealing with synthesis of complex containing synthetic macro-cyclic compounds has been published.
Abstract: Since the recognition of the importance of complexes containing macro- cyclic ligands, considerable effort has been directed toward the development of reliable syntheses for these interesting and important compounds. Several review articles which deal primarily with the synthesis of complexes containing synthetic macrocyclic ligands* have appeared.(1–13)
5 citations
TL;DR: In this article, it was reported that acrolein (AL) in tetrahydrofuran (THF) polymerizes at temperatures below 0°C in the presence of pyridine (Py) and water.
Abstract: It was reported that acrolein (AL) in tetrahydrofuran (THF) polymerizes at temperatures below 0°C in the presence of pyridine (Py) and water. To clarify this polymerization mechanism the polymerization of AL and methyl vinyl ketone (MVK) by an initiation system such as Py–water, triethylamine (Et3N)–water, or Py–phenol(Ph) was carried out. The polymerization rate (Rp) of MVK in the Et3N–water system was expressed by the same equation, Rp = k [Et3N] [H2O] [MVK]2, used for AL in the Py–water system. Meanwhile, β-hydroxypropionaldehyde, β-phenoxypropionaldehyde, γ-ketobutanol, and β-phenoxy-1-methylpropionketone were obtained as the initial addition products. The polymer of AL obtained was composed of polymer units of vinyl and aldehyde polymerization, but the structure of MVK polymer obtained by the Py–water system was composed of only vinyl polymerization units. The polymerization of MVK by the Py–Ph system did not occur, however. These results were discussed in terms of the initiation and propagation mechanisms.
4 citations
TL;DR: The stereochemistry of the 1,2-photocycloaddition of benzene to acrylonitrile, methyl acrylate, methyl methacrylate and methyl vinyl ketone has been investigated in this article.
Abstract: The stereochemistry of the 1,2-photocycloaddition of benzene to acrylonitrile, methyl acrylate, methyl methacrylate, methyl vinyl ketone, ethyl vinyl ether, butyl vinyl ether, 2,3-dihydropyran, and 2,3-dihydro-1,4-dioxin has been investigated. The evidence indicates that exo-1,2-adducts are formed exclusively from all these vinylic compounds except the acrylates and methyl vinyl ketone, which gave mixtures of exo- and endo-stereoisomers.
TL;DR: In this paper, a Diels-Alder approach was proposed for the transposition of carbonyl groups, which can offer more convenient access to important functional arrays because they lead to moieties.
Abstract: Publisher Summary Various literatures in organic chemistry have already established significant reactions that are quite useful in medicinal chemistry. There are 70 odd transforms that can offer more convenient access to important functional arrays because they lead to moieties. The discussion includes many useful organic processes, such as “Asymmetric Syntheses,” “New applications of Malononitrile in Organic Synthesis,” “Intramolecular Ene Reaction in Organic Synthesis,” “α-Sulfenylated Carbonyl Compounds in Organic Synthesis,” etc. A new method for transposition of carbonyl groups starts by interception of the intermediate from tosyl hydrazone decomposition with Me 3 SiCl. Another new method for dehydrogenation of carbonyl compounds consists of conversion to their pyridine-2-sulfide derivatives, followed by oxidation (MCPBA), and by mild heat. This chapter also discusses the recent development of dienes incorporating latent functionality has greatly expanded the utility of Diels Alder approaches to synthesis of complex molecules. Pyrolytic scission of cyclobutenes leads to a diene that promises to be useful in a Diels Alder approach to catechols. Heating of the silyl derivative of the acyloin product from dimethyl glutarate in the presence of dienophiles affords adducts of the transient diene. A general procedure has been developed for the preparation of 1,4-di-hydrothiophene-3-carboxylates starting from acetaldehyde-2-thiol. The unprotected carbonyl group can be condensed with anions to afford products that give substituted phenylacetic acid derivatives on aromatization. A versatile nonFriedel–Crafts approach to naphthols is provided by condensation of the toluic acid sulfoxide with substituted acrylates or methyl vinyl ketone. Sequential conjugate addition and acylation of the first formed anion leads to tetralone. A related scheme that leads to hydroxytetralones involves reaction of the anion from a phthalide (LDA) with an unsaturated ester. This reaction too involves a conjugate addition-acylation sequence.
TL;DR: In this article, a five-step process starting from methyl acetoacetate involving electrolysis procedure was used to synthesize 1,4-diketone in 45-48% overall yields.
Abstract: cis-Jasmone (7a) and dihydrojasmone (7b) have been synthesized by facile five-step processes starting from methyl acetoacetate involving electrolysis procedure. Methyl 2-(2-benzothiazolylthio)oct-5-en(or -an)oate, prepared from methyl 2-acetyloct-5-en(or -an)oate (1) by the reaction with the N-(2-benzothiazolylthio)morpholine, were allowed to react with methyl vinyl ketone, leading to the Michael adducts 4. After hydrolysis of 4, the corresponding acids 5 were electrolyzed to afford the desired 1,4-diketone 6 in 45–48% overall yields (based on 1), whose base-catalyzed cyclization gave 7 smoothly.
TL;DR: In this article, the degree of dispersion of ointments obtained by microscopic analysis was determined by determining the strength of the single particles correlated well with the results of the dispersion process.
Abstract: The degree of dispersion of the ointments obtained was determined by microscopic analysis. Figure 1 shows that the strength of the single particles correlates well with the results of the dispersion process. The constant value of the mean particle diameter of sulfur is obtained much earlier than for the stronger particles of streptocide and boric acid, Thus, under the conditions described, the maximum value of the mean particle diameter was smaller, the lower the strength of the dispersed particles,
TL;DR: In this article, a new macrocyclic copper(II) complex was prepared by condensation reaction between methyl vinyl ketone and bis(3-(S)-ahaz)copper(II)-complex (3S-ahaz; 3S)-3aminohexahydroazepine).
Abstract: A new macrocyclic copper(II) complex was prepared by condensation reaction between methyl vinyl ketone and bis(3-(S)-ahaz)copper(II) complex (3-(S)-ahaz; 3(S)-3-aminohexahydroazepine). Sodium Borohydride could reduce the C=N bonds of the condensation product to a saturated mcrocyclic tetramine copper(II) complex.
TL;DR: In this article, the title compound 8, a potential intermediate in the total synthesis of cardiac-active principles and other polyfunctional steroids, was prepared in nine steps using methyl vinyl ketone and 2-methy...
Abstract: The title compound 8, a potential intermediate in the total synthesis of cardiac-active principles and other polyfunctional steroids, is prepared in nine steps using methyl vinyl ketone and 2-methy...
TL;DR: In this article, the σ-bonded structure of ruthenocene derivatives has been confirmed by IR analysis and the reactions of 2 with triphenylphosphine, thallium(I) acetylacetonate, and lithium aluminum deuteride have been examined.
Abstract: The reaction between (dimethylaminomethyl)ruthenocene with lithium tetrachloropalladate(II) in the presence of sodium acetate gave di-μ-chloro-bis[2-(dimethylaminomethyl)ruthenocenyl]dipalladium(II) (2). The σ-bonded structure of 2 has been confirmed by IR analysis and the reactions of 2 with triphenylphosphine, thallium(I) acetylacetonate, and lithium aluminum deuteride. The reactions of chloro [2-(dimethylaminomethyl)ruthenocenyl](triphenylphosphine)palladium(II) with carbon monoxide and 2 with methyl vinyl ketone, phenyl vinyl ketone, and styrene have been examined. 1,2-Disubstituted ruthenocene derivatives have been obtained in higher yields than those of the corresponding ferrocene derivatives.