- Selective oxidation of alcohols to aldehydes/ketones over copper oxide-supported gold catalysts
-
Selective oxidation of alcohols to aldehydes/ketones with O2 over a series of supported gold catalysts was studied. The catalytic performance depends strongly on the support. It is also strongly influenced by the preparation method and the pH value and stirring rate during the co-precipitation process as a result of their effect on the structure of the support and the particle size and electronic state of gold. The Au/CuO co-precipitated at pH 10 and stirring rate 100 rpm showed high activity, selectivity, and stability. The reaction might occur via oxidative dehydroxylation of alcohols to aldehydes/ketones by direct β-CH elimination, as indicated by the IR result. The oxidation of different cycloalcohols showed that the activity increased with an increase in their methyl groups. Both conversion and ketone selectivity higher than 99% were achieved for cyclooctanol and cyclododecanol.
- Wang, Hui,Fan, Weibin,He, Yue,Wang, Jianguo,Kondo, Junko N.,Tatsumi, Takashi
-
-
Read Online
- Total synthesis of (±)-arohynapene B
-
The total synthesis of (±)-arohynapene B, an anticoccidial agent isolated from the fermentation broth of a fungal strain, has been achieved. The tetrahydronaphthalene ring was constructed by the Diels-Alder reaction between dimethyl acetylenedicarboxylate
- Sugimura, Hideyuki,Uchida, Yuki
-
-
Read Online
- A robust and stereocomplementary panel of ene-reductase variants for gram-scale asymmetric hydrogenation
-
We report an engineered panel of ene-reductases (ERs) from Thermus scotoductus SA-01 (TsER) that combines control over facial selectivity in the reduction of electron deficient C[dbnd]C double bonds with thermostability (up to 70 °C), organic solvent tolerance (up to 40 % v/v) and a broad substrate scope (23 compounds, three new to literature). Substrate acceptance and facial selectivity of 3-methylcyclohexenone was rationalized by crystallisation of TsER C25D/I67T and in silico docking. The TsER variant panel shows excellent enantiomeric excess (ee) and yields during bi-phasic preparative scale synthesis, with isolated yield of up to 93 % for 2R,5S-dihydrocarvone (3.6 g). Turnover frequencies (TOF) of approximately 40 000 h?1 were achieved, which are comparable to rates in hetero- and homogeneous metal catalysed hydrogenations. Preliminary batch reactions also demonstrated the reusability of the reaction system by consecutively removing the organic phase (n-pentane) for product removal and replacing with fresh substrate. Four consecutive batches yielded ca. 27 g L?1 R-levodione from a 45 mL aqueous reaction, containing less than 17 mg (10 μM) enzyme and the reaction only stopping because of acidification. The TsER variant panel provides a robust, highly active and stereocomplementary base for further exploitation as a tool in preparative organic synthesis.
- Nett, Nathalie,Duewel, Sabine,Schmermund, Luca,Benary, Gerrit E.,Ranaghan, Kara,Mulholland, Adrian,Opperman, Diederik J.,Hoebenreich, Sabrina
-
-
- Preparation method of cis, cis-3, 5-dimethyl-1-cyclohexanol
-
The invention belongs to the field of chemistry, and discloses a synthesis method of a cis, cis-3, 5-dimethyl-1-cyclohexanol compound shown as a formula (I). Acetaldehyde and ethyl acetoacetate are used as raw materials, and cis, cis-3, 5-dimethyl-1-cyclohexanol is synthesized by a series of reactions such as knoevenagel condensation, hydrolysis, decarboxylation, hydrogenation reduction, reduction, acylating chlorination, hydrolysis and the like. The raw materials and auxiliary materials of the route are simple and easily available, the reaction conditions are mild, the operation is simple andconvenient, the synthesis cost is low, and the obtained product has high chiral purity (the product/isomer ratio is 30: 1-100: 1) and is suitable for large-scale production.
- -
-
Paragraph 0084-0086; 0087-0090
(2020/08/18)
-
- Ductile Pd-Catalysed Hydrodearomatization of Phenol-Containing Bio-Oils Into Either Ketones or Alcohols using PMHS and H2O as Hydrogen Source
-
A series of phenolic bio-oil components were selectively hydrodearomatized by palladium on carbon into the corresponding ketones or alcohols in excellent yields using polymethylhydrosiloxane and water as reducing agent. The selectivity of the reaction was governed by the water concentration where selectivity to alcohol was favoured at higher water concentrations. As phenolic bio-oil examples cardanol and beech wood tar creosote were studied as substrate to the developed reaction conditions. Cardanol was hydrodearomatized into 3-pentadecylcyclohexanone in excellent yield. From beech wood tar creosote, a mixture of cyclohexanols was produced. No hydrodeoxygenation occurred, suggesting the applicability of the reported method for the production of ketone-alcohol oil from biomass. (Figure presented.).
- Di Francesco, Davide,Subbotina, Elena,Rautiainen, Sari,Samec, Joseph S. M.
-
supporting information
p. 3924 - 3929
(2018/09/14)
-
- Pinpointing a Mechanistic Switch Between Ketoreduction and “Ene” Reduction in Short-Chain Dehydrogenases/Reductases
-
Three enzymes of the Mentha essential oil biosynthetic pathway are highly homologous, namely the ketoreductases (?)-menthone:(?)-menthol reductase and (?)-menthone:(+)-neomenthol reductase, and the “ene” reductase isopiperitenone reductase. We identified a rare catalytic residue substitution in the last two, and performed comparative crystal structure analyses and residue-swapping mutagenesis to investigate whether this determines the reaction outcome. The result was a complete loss of native activity and a switch between ene reduction and ketoreduction. This suggests the importance of a catalytic glutamate vs. tyrosine residue in determining the outcome of the reduction of α,β-unsaturated alkenes, due to the substrate occupying different binding conformations, and possibly also to the relative acidities of the two residues. This simple switch in mechanism by a single amino acid substitution could potentially generate a large number of de novo ene reductases.
- Lygidakis, Antonios,Karuppiah, Vijaykumar,Hoeven, Robin,Ní Cheallaigh, Aisling,Leys, David,Gardiner, John M.,Toogood, Helen S.,Scrutton, Nigel S.
-
supporting information
p. 9596 - 9600
(2016/08/10)
-
- Highly Selective Hydrogenation of Aromatic Ketones and Phenols Enabled by Cyclic (Amino)(alkyl)carbene Rhodium Complexes
-
Air-stable Rh complexes ligated by strongly σ-donating cyclic (amino)(alkyl)carbenes (CAACs) show unique catalytic activity for the selective hydrogenation of aromatic ketones and phenols by reducing the aryl groups. The use of CAAC ligands is essential for achieving high selectivity and conversion. This method is characterized by its good compatibility with unsaturated ketones, esters, carboxylic acids, amides, and amino acids and is scalable without detriment to its efficiency.
- Wei, Yu,Rao, Bin,Cong, Xuefeng,Zeng, Xiaoming
-
supporting information
p. 9250 - 9253
(2015/08/11)
-
- A Scalable Synthesis of (R,R)-2,6-Dimethyldihydro-2H-pyran-4(3H)-one
-
A scalable synthesis of (R,R)-2,6-dimethyldihydro-2H-pyran-4(3H)-one is reported. Key to this strategy is the Ti(OiPr)4-catalyzed Kulinkovich cyclopropanation of silyl protected (R)-ethyl 3-hydroxybutanoate, and subsequent oxidative fragmentati
- Young, Ian S.,Haley, Matthew W.,Tam, Annie,Tymonko, Steven A.,Xu, Zhongmin,Hanson, Ronald L.,Goswami, Animesh
-
p. 1360 - 1368
(2015/11/02)
-
- Copper nanoparticles from copper aluminum hydrotalcite: An efficient catalyst for acceptor- and oxidant-free dehydrogenation of amines and alcohols
-
An efficient and simple process for the preparation of stable nanocopper(0) on alumina [Cu(0)/Al2O3] from the inorganic composite precursor copper aluminum hydrotalcite (Cu-AlHT) by a chemical reduction method is described. Cu(0)/ Al2O3 was employed as an efficient catalyst in the acceptor- and oxidant-free dehydrogenation of various amines and alcohols to their corresponding dehydrogenated products in good to excellent yields. The stability of Cu(0)/Al2O3 was assessed by studying its recoverability and reusability in the dehydrogenation of amines and alcohols for up to five cycles.
- Damodara, Dandu,Arundhathi, Racha,Likhar, Pravin R.
-
supporting information
p. 189 - 198
(2014/03/21)
-
- Kinetic resolution of chiral cyclohex-2-enones by rhodium(I)/binap- catalyzed 1,2- and 1,4-additions
-
The feasibility of kinetic resolutions of racemic monosubstituted cyclohex-2-enones by Rh/binap-catalyzed reactions was investigated. 1,2-Addition of AlMe3 to the 5-substituted derivatives furnished allylic alcohols in the matched case, while t
- Kolb, Andreas,Hirner, Sebastian,Harms, Klaus,Zezschwitz, Paultheo Von
-
supporting information; experimental part
p. 1978 - 1981
(2012/06/18)
-
- Reusable copper-aluminum hydrotalcite/rac-BINOL system for room temperature selective aerobic oxidation of alcohols
-
An efficient catalyst system consisting of copper-aluminum hydrotalcite/rac-BINOL ligand has been developed for the oxidation of alcohols using air as a green oxidant at room temperature. Various alcohols could be transformed into their corresponding aldehydes or ketones in good to excellent yields using the set of optimal conditions. This composite catalytic system can also be recovered and reused for several cycles without a significant loss of catalytic activity.
- Lakshmi Kantam,Arundhathi,Likhar, Pravin R.,Damodara
-
supporting information; experimental part
p. 2633 - 2637
(2009/12/30)
-
- Efficient aerobic oxidation of alcohols using a hydrotalcitesupported gold nanoparticle catalyst
-
Hydrotalcite-supported gold nanoparticles (Au/HT) were found to be a highly efficient heterogeneous catalyst for the aerobic oxidation of alcohols under mild reaction conditions (4O°C, in air). This catalyst system does not require any additives and is applicable to a wide range of alcohols, including less reactive cyclohexanol derivatives. This Au/HT catalyst could also function in the oxidation of 1-phenylethanol under neat conditions; the turnover number (TON) and turnover frequency (TOF) reached 200,000 and 8,300 h -1, respectively. These values are among the highest values compared to those of other reported catalyst systems at high conversion. Moreover, the Au/HT can be recovered by simple filtration and reused without any loss of its activity and selectivity.
- Mitsudome, Takato,Noujima, Akifumi,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi
-
scheme or table
p. 1890 - 1896
(2011/03/18)
-
- Copper nanoparticles on hydrotalcite as a heterogeneous catalyst for oxidant-free dehydrogenation of alcohols
-
We have developed a highly efficient heterogeneous catalytic system using hydrotalcite-supported Cu nanoparticles (Cu/HT) that can successfully promote the oxidant-free dehydrogenation of various alcohols under liquid-phase conditions. The Royal Society of Chemistry.
- Mitsudome, Takato,Mikami, Yusuke,Ebata, Kaori,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi
-
supporting information; experimental part
p. 4804 - 4806
(2009/03/12)
-
- Novel cuticular hydrocarbons from the cane beetle Antitrogus parvulus - 4,6,8,10,16-penta- and 4,6,8,10,16,18-hexamethyldocosanes. Unprecedented anti-anti-anti-stereochemistry in the 4,6,8,10-methyltetrad
-
(Chemical Equation Presented) The major cuticular hydrocarbons from the cane beetle species Antitrogus parvulus are 4,6,8,10,-16-penta- and 4,6,8,10,16,18-hexamethyldocosanes, 1 and 2, respectively. Stereoisomers of 2,4,6,8-tetramethylundecanal of establi
- Chow, Sharon,Fletcher, Mary T.,Lambert, Lynette K.,Gallagher, Oliver P.,Moore, Christopher J.,Cribb, Bronwen W.,Allsopp, Peter G.,Kitching, William
-
p. 1808 - 1827
(2007/10/03)
-
- 4,6,8,10,16-Penta- and 4,6,8,10,16,18-Hexamethyldocosanes from the Cane Beetle Antitrogus parvulus - Cuticular Hydrocarbons with Unprecedented Structure and Stereochemistry
-
(Equation presented) The major cuticular hydrocarbons from the cane beetle species Antitrogus parvulus were deduced to be 4,6,8,10,16,18-hexa- and 4,6,8,10,16-pentamethyldocosanes 2 and 3, respectively. Isomers of 2,4,6,8-tetramethylundecanal 27, 36, and
- Fletcher, Mary T.,Chow, Sharon,Lambert, Lynette K.,Gallagher, Oliver P.,Cribb, Bronwen W.,Allsopp, Peter G.,Moore, Christopher J.,Kitching, William
-
p. 5083 - 5086
(2007/10/03)
-
- Palladium-catalyzed cyclization of alkenyl β-keto esters in the presence of chlorotrimethylsilane
-
PdCl2(CH3CN)2 catalyzed the cyclization of alkenyl β-keto esters in the presence of a stoichiometric amount of SiMe3Cl to form 2-carboalkoxycyclohexanones in good yield with excellent regioselectivity.
- Pei, Tao,Widenhoefer, Ross A.
-
p. 650 - 651
(2007/10/03)
-
- A catalytic route to acyclic chiral building blocks: Applications of the catalytic asymmetric conjugate addition of organozinc reagents to cyclic enones
-
Through the Cu-phosphoramidite-catalyzed asymmetric conjugate addition a number of chiral cyclic enones are available with high ee. Here we report the sequential conjugate addition to these enones as a route towards multisubstituted chiral cyclic ketones.
- Jagt, Richard B.C.,Imbos, Rosalinde,Naasz, Robert,Minnaard, Adriaan J.,Feringa, Ben L.
-
p. 221 - 229
(2007/10/03)
-
- Amidino derivatives useful as nitric oxide synthase inhibitors
-
The current invention discloses useful pharmaceutical compositions containing amidino derivative useful as nitric oxide synthase inhibitors.
- -
-
-
- Reduction of conjugate double bonds with trichlorosilane
-
A variety of α,β-unsaturated esters and cyclic ketones underwent smooth reduction of the carbon-carbon double bond with a combination of inexpensive and readily available trichlorosilane and CoCl2. The reactions are performed under very mild conditions and products are obtained in high yields.
- Chauhan, Moni,Boudjouk, Philip
-
p. 1396 - 1398
(2007/10/03)
-
- Amidino dervatives useful as nitric oxide synthase inhibitors
-
The current invention discloses useful pharmaceutical compositions containing azepine derivatives useful as nitric oxide synthase inhibitors.
- -
-
-
- Low-temperature 13C magnetic resonance. 9.1 steric effects for methyl chemical shift tensors in methylcyclohexanes
-
The solid-state low-temperature 13C NMR spectra of 1-(methyl-13C)-1-methylcyclohexane, cis-1-(methyl-13C)-3,5-dimethylcyclohexane, and trans-1-(methyl-13C)-3,5-dimethylcyclohexane have been measured and the prin
- Soderquist, Arien,Facelli, Julio C.,Horton, Walter J.,Grant, David M.
-
p. 8441 - 8446
(2007/10/03)
-
- Synthesis of (2R; 4R,S)- and (2S; 4R,S)-dimethyldocosanoic acids
-
2,4-Dimethyldocosanoic acid is a major acyl component of 2,3-di-O-acyl-α,α-trehalose glycolipid antigens isolated from Mycobacterium tuberculosis. Racemic 2,4-dimethyldocosanoic acid has been synthesised and the chiral centre at C-2 resolved as an (R)-(-)-naphthylethylamide. An isomeric mixture of 3,5-dimethylcyclohexan-l-ols was oxidised to isomeric 3,5-dimethylcyclohexan-l-ones. This was subjected to Baeyer-Villiger oxidation to give isomeric 3,5-dimethylcaprolactones. Ring opening under alkaline conditions followed by phase-transfer catalysed esterification gave isomeric methyl 3,5-dimethyl-6-hydroxyhexanoates. Protection of the alcohol with triphenylmethyl chloride followed by lithium aluminium hydride reduction and pyridinium chlorochromate oxidation gave isomeric 3,5-dimethyl-6-triphenylmethyloxyhexanals. Coupling with hexadecyltriphenylphosphonium bromide, followed by trityl deprotection and hydrogenation of the remaining alkene, yielded isomeric 2,4-dimethyldocosanols. Oxidation with pyridinium dichromate in N,N′-dimethylformamide produced isomeric 2,4-dimethyldocosanoic acids, which were resolved at C-2 as diastereoisomeric (R)-(-)-naphthylethylamides.
- Wallace, Paul A.,Minnikin, David E.
-
-
- A SELECTIVE REDUCTION OF α,β-UNSATURATED KETONES
-
A selective hydrogenation of carbon-carbon double bond of α,β-unsaturated ketones are obtained when a mixture of limonene, α,β-unsaturated ketone and 10percent Pd/C is refluxed with vigorous stirring for 15-45 min.The best results are obtained when a molar ratio limonene:α,β-unsaturated ketone of 3:1 and 4 molar percent palladium/ketone are used.The stereoselectivity is similar to the results obtained when H2 and Pd/C have been used in neutral solvent.
- Holleben, Maria Luiza A. von,Zucolotto, Monica,Zini, Claudia A.,Oliveira, Eduardo R.
-
p. 973 - 978
(2007/10/02)
-
- Transfer Hydrogenation of Ketones with (1-) as the Precatalyst
-
The cluster 1a has been found to be an efficient precatalyst for the transfer hydrogenations of ketones and α,β-unsaturated ketones.With substrates such as (5S)-carvone , (3R)-methylcyclopentanone and (3R)-methylcyclohexanone, moderate to high diastereoselectivities were observed for reduction of the conjugated olefinic and ketonic functionalities respectively.Aromatisation of carvone to 5-isopropyl-2-methylphenol and disproportionation of cyclohex-2-en-1-one to phenol and cyclohexanone have also been found to be catalysed by 1a.Studies with radical inhibitors and other evidence suggest a radical mechanism for the transfer-hydrogenation and aromatisation reactions.In the transfer hydrogenation of cyclohex-2-en-1-one, the rate of conversion of 1a into other soluble species can be modelled accurately if autocatalysis is assumed.The time-dependent concentration profiles of cyclohex-2-en-1-one, cyclohexanone and cyclohexanol are simulated well if autocatalytic formation of an active intermediate followed by consecutive reactions leading to the formation of products is assumed.Such a model is also consistent with the proposed radical mechanism.
- Bhaduri, Sumit,Sharma, Krishna,Mukesh, Doble
-
p. 1191 - 1200
(2007/10/02)
-
- PHOTOCLEAVAGE OF CARBON-TIN BOND ACTIVATED BY NEIGHBORING
-
β-Stannyl ketones underwent various types of reaction upon UV-irradiation, depending upon the substitution pattern of the substrate, and upon the solvent used.
- Sato, Tadashi,Takezoe, Kohji
-
p. 4003 - 4006
(2007/10/02)
-
- ORGANOCOPPER-IODOSILANE COMBINATIONS IN CONJUGATE ADDITIONS
-
This paper concerns new possibilities opened by the addition of (mono)organocopper compounds and iodotrimethylsilane (TMSI) to α,β-unsaturated ketones and esters giving the silyl enol ethers and ketene acetals, respectively.We demonstrate the homogeneous addition of methylcopper-tributyl-phosphine-iodotrimethylsilane to methyl cinnamate, the use of organocopper-bromotrimethylsilane combinations, the dominating formation of Z-silyl enol ethers on conjugate addition of methyl- and butylcopper/TMSI to benzalacetone, and the formation of silyl enol ethers in other additions of organocopper compounds and TMSX to conjugated ketones.The Z-selectivity for addition to benzalacetone corresponds to s-cis conformations in ?-complexes between copper(I) chloride and 1-penten-3-one or 3-buten-2-one.The stereoselectivity could support a reaction path via ?-complexes between organocopper-iodotrimethylsilane complexes and s-cis conformers of the substrates.
- Bergdahl, Mikael,Lindstedt, Eva-Lotte,Nilsson, Martin,Olsson, Thomas
-
p. 535 - 544
(2007/10/02)
-
- A CONVENIENT PROCEDURE FOR DISSOLVING METAL REDUCTIONS
-
Alicyclic α,β-unsaturated ketones react with lithium in ethylenediamine, followed by Jones oxidation, to give cyclic ketones in good yield.The stereoselectivity at the β position parallels that observed with lithium in liquid ammonia.
- Markgraf, J. Hodge,Staley, Stuart Waugh,Allen, Timothy R.
-
p. 1471 - 1478
(2007/10/02)
-
- OXIDATION OF ALCOHOLS USING DIMETHYL SULFOXIDE AND TRICHLORMETHYL CHLOROFORMATE
-
Treatment of structurally diverse alcohols with dimethyl sulfoxide in the presence of trichloromethyl chloroformate (phosgene dimer) and triethylamine efficiently afforded the corresponding aldehydes or ketones in excellent yields.
- Takano, Seiichi,Inomata, Kohei,Tomita, Shun'ichi,Yanase, Masashi,Samizu, Kyiohiro,Ogasawara, Kunio
-
p. 6619 - 6620
(2007/10/02)
-
- Conjugate Reduction of α,β-Unsaturated Ketones with Amphiphilic Reaction System
-
The conjugate reduction of α,β-unsaturated ketones has been effected with amphiphilic reaction system consisting of methylaluminum bis(2,6-di-t-butyl-4-alkylphenoxide) and certain complex aluminum hydride reagent.
- Nonoshita, Katsumasa,Maruoka, Keiji,Yamamoto, Hisashi
-
p. 2241 - 2243
(2007/10/02)
-
- CATALYTIC HYDROGENATION OF OLEFINS IN BIPHASIC WATER-LIQUID SYSTEM
-
Cyclic and linear olefins and polyenes with or without functional groups are hydrogenated under very mild reaction conditions.Emphasis is put on the advantages of this method which requires no solvent and a water-soluble non air-sensitive catalyst.
- Larpent, Chantal,Dabard, Renee,Patin, Henri
-
p. 2507 - 2510
(2007/10/02)
-
- Selective 1,2-Reduction of α,β-Unsaturated Carbonyl Compounds with LnCpCl2(THF)3/NaBH4
-
Highly selective 1,2-reduction of conjugated α,β-unsaturated carbonyl compounds such as enones and unsaturated aldehydes has been achieved by NaBH4/LnCpCl2(THF)3 (Ln=Sm and Er) in MeOH under ambient conditions.
- Komiya, Sanshiro,Tsutsumi, Osamu
-
p. 3423 - 3424
(2007/10/02)
-
- DEHYDROGENATION OF DIMETHYLCYCLOHEXANOLS ON METALLIC CATALYSTS.
-
There is no information in the literature on the conversion of dimethylcyclohexanols in the presence of nickel. The authors have examined this question. It is found that the resistance of the alkylcyclohexanols studied to catalytic conversion increases with increase of the number of substituent methyl groups in their molecules. Nickel catalyst prepared from nickel nitrate and acetate are highly effective for production of dimethylcyclohexanones from the corresponding alcohols. The ketone yield at 300 degree and 80% conversion of dimethylcyclohexanol is 91-93%.
- Dokuchaeva,Timofeev,Sibarov,Vasil'eva
-
p. 537 - 540
(2007/10/02)
-
- Hydroboration. 69. Hydroboration Characteristics of Lithium Borohydride/Ethyl Acetate in Ethyl Ether. A New System for Controlled Hydroboration of Alkenes and Alkynes
-
Alkenes and alkynes, which are normally inert to lithium borohydride, are readily hydroborated by this reagent in ethyl ether in the presence of carboxylic esters at 25 deg C.Alkenes form dialkylborinates while alkynes give rise either to vinylboranates or divinylborinates, depending upon the structure and reactivity of the alkyne and the stoichiometry of the reagent.This valuable intermediates are readily transformed into other organic derivatives, thus making this controlled hydroboration procedure a practical, valuable procedure in organic synthesis.
- Brown, Herbert C.,Somayaji, Vishwanatha,Narasimhan, S.
-
p. 4822 - 4827
(2007/10/02)
-
- Odorant substances
-
New odoriferous compounds, particularly the compounds having the following formula: STR1 wherein R is an aliphatic residue having the formula STR2 wherein R1 is a C1-4 alkyl, C1-4 alkylidene or C2-4 alkenyl, the sum of the carbon atoms being in those residues from 2 to 5, m and n being equal to zero or 1, p being 1, 2 or 3 and the dotted lines representing one or two optional double bonds. The invention also relates to a method for the preparation of new di-ketones I: as well as the use of I as odoriferous compounds in odoriferous compositions, which are characterized by a certain proportion of compounds having the formula I.
- -
-
-
- Liquid phase ammoxidation of cyclohexanone and/or cyclohexanol
-
Cyclohexanone and/or cyclohexanol can be ammoxidized in the liquid phase to heterocyclic compounds by contacting the cyclohexanone and/or cyclohexanol with various oxidation catalysts in the presence of molecular oxygen and ammonia.
- -
-
-
- THE OXIDATION OF ALCOHOLS AND ETHERS USING CALCIUM HYPOCHLORITE
-
Calcium hypochlorite, a relatively stable, and easily stored and used solid hypochlorite oxidant, was found to oxidize secondary alcohols to ketones in excellent yields.Primary alcohols gave esters where both the acid and the alcohol portions of the ester were derived from the alcohol.Ethers were oxidized to esters though only in moderate yield.
- Nwaukwa, Stephen O.,Keehn, Philip M.
-
-
- Polycyclic phenols, alcohols and ketones from phenols, cyclic alcohols and cyclic ketones using a nickel oxide/manganese oxide/magnesium oxide catalyst in presence of at least one of hydrogen and nitrogen
-
At least one of a polycyclic phenol, a polycyclic alcohol and a polycyclic ketone is produced under hydrogenation conditions using a nickel oxide/manganese oxide/magnesium oxide catalyst by subjecting at least one of a monocyclic ketone, a monocyclic alcohol and a monocyclic phenol to said conditions and said catalyst.
- -
-
-
- Vapor phase catalytic oxidation and/or ammoxidation of cyclohexanone and/or cyclohexanol to phenol and/or aniline
-
Cyclohexanone and/or cyclohexanol can be oxidized in the vapor phase to phenol by contacting the cyclohexanone and/or cyclohexanol with a suitable oxidation catalyst in the presence of molecular oxygen. Suitable catalysts are solids comprising Mo, W, Sb and/or V oxides or complexes thereof. The catalysts may be promoted with additional elements.
- -
-
-
- STEREOCHEMISTRY OF THE C3 ADDITION OF 1-LITHIO 1,1-BIS METHYLSELENOALKANES TO METHYL CYCLOHEXENONES
-
The presence of DME or HMPT allows the C3 regio and stereoselective introduction of 1,1-bis methylselenoalkanes to methyl cyclohexenones.The resulting compounds have been stereoselectively transformed to 3-ethyl methyl cyclohexanones.
- Lucchetti, J.,Krief, A.
-
p. 1623 - 1626
(2007/10/02)
-