Showing papers on "Cyclohexanone published in 1984"
TL;DR: In this paper, a study of the scope of the oxidizing ability of oxoammonium chloride was carried out and it was shown that phenols, enolizable ketones, phosphines, amines and anilines were reactive but that olefins, aromatic ethers, sulfides, and sulfones did not react.
72 citations
TL;DR: In this paper, a number of borane-amine complexes with widely different structural features in the amine portion were prepared and their reactivities toward typical B-H reactions, such as hydrolysis, hydroboration of 1-octene, and reduction of cyclohexaone, were studied.
Abstract: : A number of borane-amine complexes with widely different structural features in the amine portion was prepared and their reactivities toward typical B-H reactions, such as hydrolysis, hydroboration of 1-octene, and reduction of cyclohexaone, were studied. BH3-amine complexes containing an N-phenyl group are hydrolyzed by the neutral hydroxylic solvents, while others require a strong acid medium for the hydrolysis. In hydroboration, BH3-N-phenylamine complexes reduce cyclohexanone in THF at 25 C at reasonable rates, while others require acetic acid solvent or mineral or Lewis acids to achieve the desired reduction. Thus, among such borane-amine addition compounds, the BH3-N-phenylamines emerge as unique hydroborating and reducing agents, The results of the present study provide insights into the mechanisms of the hydroborating and reduction reactions. The rates of hydroboration of alkenes with BH3-amine complexes are inversely related to the stability of the adduct, arguing for a prior dissociation of the adduct, followed by the reaction of BH3 with the alkene.
63 citations
TL;DR: The reaction of the enolstannanes of cyclohexanone or propiophenone with various aldehydes under kinetic control (-78°) gave predominately the three aldols, diastereoselectivity as high as 95:5 being achieved as mentioned in this paper.
47 citations
TL;DR: In this article, the X-ray crystal structure of cyclohexanone dimethylhydrazone was analyzed and the possible origins of the stereoselectivities were addressed.
Abstract: Substituent effects on the alkylations of the dimethylhydrazones of 2,4- and 2,6-disubstituted cyclohexanones are reported. High axial selectivities are observed in the alkylations of cyano-substituted metalated hydrazones, but not with alkoxycarbonyl-substituted cases. Hydrazones of 2-substituted cyclohexanones appear to alkylate axially out of a conformer with the 2-substituent pseudoaxially disposed. The possible origins of the stereoselectivities are addressed in light of an X-ray crystal structure of lithiated cyclohexanone dimethylhydrazone.
46 citations
42 citations
TL;DR: In this article, a dodecamolybdo-heteropolyanion (HPA) was shown to function catalytically in the presence of aqueous hydrogen peroxide.
34 citations
TL;DR: In this paper, the Wacker catalyst system showed the highest activity with regard to the oxidation of cycloolefins, particularly cyclopentene and cyclohexene, to the corresponding cyclic ketones.
Abstract: Heteropoly acid (HPA) was used as an oxidant in the Wacker catalyst system. Among the catalyst systems examined, the PdSO4–H3PMo6W6O40 catalyst system showed the highest activity with regard to the oxidation of cycloolefins, particularly cyclopentene and cyclohexene, to the corresponding cyclic ketones. The largest total turnover number with respect to Pd2+ was found to be 85 in water containing 20% N-methylformamide by volume. The initial rate of cyclohexene oxidation was expressed asVo=k[Cyclohexene]1.0[PdSO4]1.0[HPA]0[O2]0.The rate-determining step was suggested as being where cyclohexene was oxidized to cyclohexanone by Pd(II) salt. The apparent activation energy was 7.8 kcal mol−1 (1 cal=4.18 J). In the catalytic oxidation of cycloolefins (CnH2n−2: n=5, 6, 7, and 8), the yield of alicyclic ketone decreased as the carbon number n increased. Methyl-substituted cyclohexenes exhibited lower reactivities than cyclohexene.
34 citations
TL;DR: In this paper, the cathodic reduction of tetraalkylanunonium cations on mercury in DMF with 0.1 M tetrabutylainmonium fluoroborate as the supporting electrolyte was investigated and dimethylpyrrolidinium (DMP + ) was chosen as a representative for an intensive study.
34 citations
31 citations
TL;DR: This composition is very effective as an anti-fouling paint for application as a coating to objects to be submerged in sea water.
29 citations
Journal Article•
TL;DR: Preparation of dibenzylamino-1 and dimethylamino -1 alcadienes-2,4 par reaction de (O,O-diethyl dialkylamino 4 butene-2yl) phosphonates avec des aldehydes et cetones as mentioned in this paper.
Abstract: Preparation de dibenzylamino-1 et dimethylamino-1 alcadienes-2,4 par reaction de (O,O-diethyl dialkylamino-4 butene-2yl) phosphonates avec des aldehydes et cetones
TL;DR: Aliphatic ketones are converted into °- and °-diketones in one-pot oxidation reaction on treatment with Na 2 S 2 O 8 in presence of Fe(II)ions as discussed by the authors.
TL;DR: Synthese a partir de cetones et d'aldehydes par olefination a l'aide du methanediphosphonate de tetraethyle as discussed by the authors.
Abstract: Synthese a partir de cetones et d'aldehydes par olefination a l'aide du methanediphosphonate de tetraethyle
TL;DR: On etudie l'oxydation par OsO 4 derives de steroides de cyclanes and de composes benzeniques presentant une ou deux fonctions alcool primaire ou secondaire as mentioned in this paper.
Abstract: On etudie l'oxydation par OsO 4 derives de steroides de cyclanes et de composes benzeniques presentant une ou deux fonctions alcool primaire ou secondaire
TL;DR: Les reactifs du titre sont prepared a partir du chloro-3 propene et du chlorure de benzenesulfenyle as mentioned in this paper, et.
Abstract: Les reactifs du titre sont prepares a partir du chloro-3 propene et du chlorure de benzenesulfenyle
TL;DR: Cyclobutenediones can be prepared from cyclic and acyclic ketones by a simple four-step procedure as discussed by the authors, which can be used to produce cyclobutensiones.
TL;DR: In this article, the reaction of cyclohexanone diethyl acetal with d-mannitol yielded quantitatively 1,2: 5,6-di-O-cyclohexylidene-dmannitol and its isomer.
Abstract: The reaction of cyclohexanone diethyl acetal with d-mannitol yielded quantitatively 1,2: 5,6-di-O-cyclohexylidene-d-mannitol (1) and its isomer (2). From 1, 2,3-O-cyclohexylidene-d-glyceraldehyde (3) was obtained in a quantitative yield without racemization.
TL;DR: In this article, the authors define du titre a partir d'amino-2 ethanols disubstitues en 2, de chloroforme et d'acetone, cyclohexanone ou butanone-2.
Abstract: Synthese des composes du titre a partir d'amino-2 ethanols disubstitues en 2, de chloroforme et d'acetone, cyclohexanone ou butanone-2; leur reduction par LiAlH 4 conduit aux diethanolamines tetrasubstituees en 2,2,2',2'; methylation de ces glycols en diethers et cyclisation en morpholines tetrasubstituees
TL;DR: In this paper, experimental data for the excess volume and sound velocity in binary mixtures of 1,2-di-chloroethane with methyl ethyl ketone, diethyl ketones, methyl propyl ketons, methyl iso-butyl keton, cyclopentanone, cyclohexanone and 2-methyl cyclo hexanone are reported at 303.15 K.
Abstract: Experimental data for the excess volume and the sound velocity in binary mixtures of 1,2-di-chloroethane with methyl ethyl ketone, diethyl ketone, methyl propyl ketone, methyl iso-butyl ketone, cyclopentanone, cyclohexanone and 2-methyl cyclohexanone are reported at 303.15 K. All the systems exhibited small VE and ΔKs values.
TL;DR: Cinetique et mecanisme (complexe entre le monomere et la cyclohexanone) de cette polymerisation radicalaire as mentioned in this paper, are used in this paper.
Abstract: Cinetique et mecanisme (complexe entre le monomere et la cyclohexanone) de cette polymerisation radicalaire
TL;DR: In this article, the authors present a convenient synthesis of 4-oxo-tetrahydropyrimidines using cyclohexanone in basic media, and analogous compounds are obtained using acetone, butyraldehyde, benzaldehyde or substituted benzaldehydes.
Abstract: Convenient Synthesis of 4-Oxo-tetrahydropyrimidines
Enamino-nitriles as 6 or 11 yield 4-oxo-pyrimidines (2; 2a; 10; 12a–c) on treatment with cyclohexanone in basic media. Analogous compounds are obtained using acetone, butyraldehyde, benzaldehyde or substituted benzaldehydes.
TL;DR: In this paper, le reactif du titre effectue des reductions fortement stereoselectives de cetones cycliques is defined: les reductions of the stereoslectives of cetone cycliques.
Abstract: Le reactif du titre effectue des reductions fortement stereoselectives de cetones cycliques
Patent•
16 Apr 1984TL;DR: In this paper, reductive amination of saturated cyclic ketones was used to obtain cyclic amines by reductively aminating cyclohexanone to obtain N,N-dimethylcyclohexylamine.
Abstract: Process for preparing cyclic amines by the reductive amination of saturated cyclic ketones. For example, cyclohexanone is reductively aminated to obtain N,N-dimethylcyclohexylamine.
TL;DR: 3,3-dialkyl-1-lithio-1-(phenylthio)allenes (1) add efficiently to ketones only on warming to −20 °C or above; the adducts are readily cyclised by acid, or several other electrophiles, to produce highly substituted 2,5-dihydro-oxoles.
Abstract: 3,3-dialkyl-1-lithio-1-(phenylthio)allenes (1) add efficiently to ketones only on warming to –20 °C or above; the adducts are readily cyclised by acid, or several other electrophiles, to produce highly substituted 2,5-dihydro-oxoles.
TL;DR: In this article, the systeme cite dans le cyclohexane a 20°C, en presence of dibromo-9,10 anthracene (DBA) comme accepteur d'energie, soumis a une excitation pulsee de longueur d'onde absorbee par la cetone et le DBA.
Abstract: Etude du systeme cite dans le cyclohexane a 20°C, en presence de dibromo-9,10 anthracene (DBA) comme accepteur d'energie, soumis a une excitation pulsee de longueur d'onde absorbee par la cetone et le DBA. Transfert d'energie par mise en jeu d'un exciplexe entre cyclohexanone et mesitylene
TL;DR: Pyridinium fluorochromate, C5H5NHCrO3F, oxidizes benzyl alcohol, ethanol, and cyclohexanol to benzaldehyde, acetaldehyde, andcyclohexanone, respectively as mentioned in this paper.
Abstract: Pyridinium fluorochromate, C5H5NHCrO3F, oxidizes benzyl alcohol, ethanol, and cyclohexanol to benzaldehyde, acetaldehyde, and cyclohexanone, respectively. While each of the oxidation, studied in acetonitrile–nitrobenzene (1 : 1, v/v) medium, is first order with respect to the oxidant, the rate is almost independent of the substrate concentration. The reactions are catalyzed by acid, the acid-catalyzed reactions being very fast, precluded determination of their order in acid medium. The effects of temperatures and solvent compositions were studied and activation parameters evaluated. Probable mechanisms are discussed.
TL;DR: In this paper, the synthesis of 2-nitrocyclohexanone with acrylaldehyde yielded in the presence of tetrabutylammonium fluoride the bicyclic product 5, which was oxidized to the nitro-diketone 3.3.
Abstract: Synthesis of Bicyclo[3.3.0]oct-1(5)en-2-one from Cyclohexanone
Treatment of 2-nitrocyclohexanone (2) with acrylaldehyde yielded in the presence of tetrabutylammonium fluoride the bicyclic product 5, which was oxidized to the nitro-diketone 3. The conversion of 3 to the title compound 1 was achieved in the nearly quantitative yield under unusual conditions: K2CO3/H2O and H2SO4. Compound 3, was also converted to 1 (stepwise and one-pot reaction, respectively) by treatment with 1. NaOCH3, 2. TiCl3, and 3. H2SO4 (Scheme).
TL;DR: In this paper, the N-oxide 1a of thieno[2,3-b]pyridine (1) with either acetic anhydride and ethyl cyanoacetate or (b) benzoyl chloride and an enamine of cyclohexanone (Hamana reactions) serves to introduce a C-substituent at the 4position of 1.