Quinolium Dichromate Adsorbed on Alumina: A Mild,Convenient, and Inexpensive Reagent for Cleavage of C˭N Under Nonaqueous Conditions

Oximes, hydrazones, and semicarbazones are converted to the corresponding carbonyl compounds using quinolium dichromate adsorbed on alumina (QDC/alumina) under nonaqueous conditions.     

A Mild Hydrogenolytic-Hydrolytic Conversion of Oximes to Carbonyl Compounds

Oximes are converted into the corresponding carbonyl compounds in high yields using Raney-nickel and sodium hypophosphite at pH 5.     

An Efficient Solid State Method for Deoximation under Mild Conditions

In recent years, organic reactions conducted in solid state have received increasing attention1 due to short reaction time, mild reaction conditions, excellent selectivity and solvent-free feature. On the other hand, recovery of ketone and aldehyde from o…     

Dimethylammonium Chlorochromate Adsorbed on Alumina:1 A Mild,Convenient and Inexpensive Reagent for Cleavage of Carbon-Nitrogen Double Bonds Under Non-Aqueous Condition

Oximes and p-nitrophenylhydrazones are converted to corresponding carbonyl compounds using dimethylammonium chlorochromate adsorbed on alumina (DMCC/alumina) under non-aqueous condition.     

O-allyl ether as a new protective group for oximes and its palladium-catalyzed deprotection

Oximes are protected by O-allyl ether formation, and their palladium-catalyzed deallylation using triethylammonium formate as a reductant proceeds smoothly in boiling ethanol under mild conditions offering a good protective method for oximes.     

1,3‐Dichloro‐5,5‐dimethylhydantoin (DCDMH) as a New Oxidizing Agent for the Facile and Selective Oxidation of Oximes to Their Carbonyl Compounds

Oximes are converted to the parent carbonyl compounds in good yields when treated with 1,3‐dichloro‐5,5‐dimethylhydantoin (DCDMH) ( 1 ). An optimized procedure has been developed; the simple work‐up minimizes loss of product and oximes have been selectively oxidized in the presence of alcohols and alkenes.     

Reaction of β-Aroylacrylic Acids with Triphenylphosphine Hydrobromide and Certain Reactions of the Resulting Products

Triphenyl(β-aroylethyl)phosphonium bromides and esters of α-(triphenylphosphoniobromido)-β-aroylpropionic acids were synthesized by the reaction of β-aroylacrylic acids and their esters. Oximes derived from triphenyl(β-aroylethyl)phosphonium bromides were reduced into the corresponding diphenylphosphoryl derivatives.     

A green and efficient deoximation using H202 catalyzed by montmorillonite-K10 supported COC12

Oximes were oxidized to the corresponding carbonyl compounds in good to high yields by environmentally friendly and green oxidant, H202 catalyzed by montmorillonite K-10 supported cobalt（Ⅱ） chloride.     

Methylammonium Chlorochromate Adsorbed on Silica Gel for Regeneration of Carbonyl Compounds from their Nitrogen-Containing Derivatives Under Mild and Non-Aqueous Conditions

Oximes, p-nitrophenylhydrazones, 4-phenylsemicarbazones and semicarbazones are converted to their corresponding carbonyl compounds in good yields using methylammonium chlorochromate adsorbed on silica gel(MCC/SiO₂) under mild and non-aqueous conditions.     

Esters of isoxazole- and isothiazolecarboxylic acids and oximes of β-isatin, isoxazole- and ferrocene-containing ketones and carborane alcohols

Oximes of β-isatin, isoxazole- and ferrocene-containing ketones, o- and m-carborane alcohols react with isoxazol- and isothiazolecarboxylic acid chlorides in the presence of triethylamine to afford the corresponding esters.     

Silica Chloride/Wet SiO2 as a Novel Heterogeneous System for Deprotection of Oximes,Hydrazones, and Semicarbazones

Abstract

Oximes, hydrazones, and semicarbazones can be converted to their corresponding carbonyl compounds in good to high yields by a combination of silica chloride and wet SiO₂.     

Regeneration of carbonyl compounds by cleavage of CN bonds under mild and completely heterogeneous conditions

Oximes, hydrazones, semicarbazones and azines are converted to the corresponding carbonyl compounds using a combination of Zr(HSO₄)₄ and wet SiO₂ in good to high yields under completely heterogeneous conditions.     

4-Functionally-substituted 3-heterylpyrazoles: XIX. 3-aryl-4-(5-isoxazolyl)pyrazoles

Oximes of 4-(4-pyrazolyl)-3-buten-2-onees obtained by successive reaction of 3-aryl-4-formylpyrazoles with acetone and hydroxylamine at the treatment with iodine suffered an oxidative cyclization yielding 3-aryl-4-(5-isoxazolyl)pyrazoles.     

Photochemistry of bicyclo[2.2.2]oct-7-ene-2,5-diones and the corresponding 5-hydroxyimino and 5-methylene derivatives

Synthesis and photochemistry of several title compounds 1-3 containing multiple chromophoric systems are described. The Diels-Alder reactions of 2,6,6-trimethylcyclohexa-2,4-dienone (5) with acetylenes 6a-d provided the adducts 7a-d, which upon hydrolysis furnished the desired bicyclo[2.2.2]octenediones 1a-d. Oximes 2a-d were prepared from diones 1a-d by treatment with hydroxylamine hydrochloride in pyridine. 5-Methylenebicyclo[2.2.2]oct-7-en-2-ones 3a-d were obtained via chemoselective Wittig reaction of the corresponding diones 1a-d. Bicyclo[2.2.2]octenediones 1a-c underwent chemoselective oxa-di-pi-methane rearrangement under sensitized conditions and suffered formal ketene extrusion upon direct irradiation. Direct irradiation of 1d afforded 11d via formal ketene extrusion but under sensitization it remained unchanged. Oximes 2a-d suffered ketene extrusion upon direct irradiation and E/Z isomerization under sensitized conditions. On the other hand, 5-methylenebicyclo[2.2.2]oct-7-en-2-ones 3a-d generally underwent 1,3-acyl shift. The plausible courses of all these photochemical processes are discussed.     

Oxydations par le carbonate d'argent—XII : Groupes fonctionnels azotes

Oxidation by silver carbonate on Celite gives azo compounds with primary aromatic amines. Hydrazones are rapidly converted into diazoalkanes, which rearrange into azines. Hydroxylamines give nitrones. Oximes of aromatic aldehydes give nitrile oxides, characterised by their 1,3-dipolar adducts with olefins, nitriles and oximes; 1,2,4-oxadiazoles are obtained in fair yields by this method.     

Chiral palladium complexes with monoterpenoids oximes

Oximes of cis-caran-4-one, 3α- and 3β-hydroxycaran-4-ones, cis-verbanone, menthone, and 2β-hydroxybornan-3-one have been synthesized. The obtained oximes react with lithium tetrachloropalladate to give new chiral palladium complexes containing mono-or bidentate oxime ligands.     

Solvent‐Free Rapid Deprotection of Ketone and Aldehyde Oximes using Periodic Acid

Abstract

Ketone and aldehyde oximes can be readily converted to the corresponding carbonyl compounds in high yields under solvent‐free conditions when treated with periodic acid. Oximes bearing aliphatic C?C bonds can be selectively deoximated. The advantages of this protocol include a rapid reaction rate and a simple workup procedure. No volatile organic solvents are required in the reaction processes.     

Synthesis and structure of derivatives of 7-aminobenzo[b]thiophene

Oximes of 2-acylamino-3-ethoxycarbonyl-7-oxo-4,5,6,7-tetrahydrobenzo[b]thiophenes have been prepared. A method for the synthesis of derivatives of 7-aminobenzo[b]thiophene is proposed and the hydrolysis of the compounds prepared has been studied.Deceased.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1178–1180, September, 1986.     

Anomalous Beckmann Reaction in a Series of Oximes of 4-Aryl-2,7,7-trimethyl-5-oxo-5,6,7,8-tetrahydroquinolines in Polyphosphoric Acid. 2. Unexpected Synthesis of 3'-Ethoxycarbonyl-4',7',7'-trimethyl-4-oxo-2',6',7',8'-tetrahydrospiro(cyclohexa-2,5-diene-1,2'-pyrrolo[4,3,2-d,e]quinolines)

Oximes of 3-ethoxycarbonyl-4-halo(methoxy)phenyl-2,7,7-trimethyl-5-oxo-5,6,7,8-tetrahydroquinolines are converted in polyphosphoric acid (PPA) into 3'-ethoxycarbonyl-4',7',7'-trimethyl-4-oxo-2',6',7',8'-tetrahydrospiro(cyclohexa-2,5-diene-1,2'-pyrrolo[4,3,2-d,e]quinoline). An X-ray structural analysis has been carried out on one of the synthesized compounds.     

Sulfated Zirconia: An Efficient Catalyst for Solvent-Free Synthesis of Silyl Ethers Under Mild Conditions

Oximes, allylic, aliphatic, aromatic, cyclic, acyclic, and hetero alcohols are silylated in short reaction times with good yields in the midst of a catalytic amount of sulfated zirconia solid acid catalyst and trimethylsilyl cyanide under nonbasic, solvent-free, and ambient temperature conditions. Selectivity toward O-silyl ether rather than N-silyl ether has been observed. This simple experimental procedure, combined with easy recovery and reusability of the catalyst, is expected to contribute to the development of a clean and environmentally friendly strategy for the synthesis of O-silyl ethers.