Tungsten hexachloride-catalyzed decomposition of diazo compounds. A novel oxazole synthesis.
スポンサーリンク
概要
- 論文の詳細を見る
Benzoylphenyldiazomethane and diazoacetophenone react with several nitriles in the presence of WCl<SUB>6</SUB> catalyst to produce 2-substituted 4,5-diphenyloxazoles (<B>1a</B>–<B>d</B>) and 2-methyl-5-phenyloxazole (<B>2</B>) in good yields. The remarkable catalysis is ascribed to the good affinity of tungsten with carbenes. The catalytic decomposition of diphenyldiazomethane yields diphenylcarbenium ion, which is transformed into triarylmethanes in aromatic solvents.
- 公益社団法人 日本化学会の論文
著者
-
Hiyama Tamejiro
Department Of Marerial Chemistry Graduate School Of Engineering Kyoto University
-
Nozaki Hitosi
Department of Industrial Chemistry, Faculty of Engineering Kyoto University
-
Kitatani Katuzi
Department of Industrial Chemistry, Kyoto University
-
Hiyama Tamejiro
Department of Industrial Chemistry, Faculty of Engineering, Kyoto University
関連論文
- Chemoselective Aldehyde Addition of Zinc Carbenoid Generated from Tribromofluoromethane
- Novel C_1 Building Blocks for Fluoro Olefin Synthesis: FC(SiMe_3)_3 and FC(SiMe_3)_2SnBu_3
- Nickel/Lewis Acid-Catalyzed Aryl- and Alkenylcyanation of Unsaturated Bonds
- Nickel/Lewis Acid-Catalyzed Carbocyanation of Alkynes Using Acetonitrile and Substituted Acetonitriles
- A Facile Synthesis of Novel Liquid Crystalline Materials Having a Trifluoromethoxy Group and Their Electro-Optical Properties
- A Facile Transformation of Terminal Olefins to vic-Difluoro Olefins: Electro-optical Properties of Liquid Crystalline Materials Having a vic-Difluoro Olefinic Moiety
- A Convenient Synthesis of Trifluoromethyl Ethers by Oxidative Desulfurization-Fluorination of Dithiocarbonates
- Syntheses and Properties of Novel Liquid Crystals Containing a Trifluoromethylamino Group
- A Facile Synthesis and Electro-optical Properties of New Liquid Crystals Having a vic-Difluoro Olefinic Moiety
- A Facile Synthesis of Trifluoromethylamines by Oxidative Desulfurization-Fluorination of Dithiocarbamates
- Synthesis and Electro-optical Properties of Novel Liquid Crystals Having a Cyclohexyl Trifluoromethyl Ether Moiety
- Synthesis and Properties of New Liquid Crystals Containing Trifluoromethylamino Group
- Unique Effects of 2,3,5,6,7,8-Hexasilabicyclo[2.2.2]octan-1-yl Moiety on Photophysical Properties of π-Conjugated System
- Preparation, Structure, and Properties of Tris(trimethylsilyl)silyl-substituted Anthracenes : Realization of Ideal Conformation for σ-π Conjugation Involving Eclipse of Si-Si σ-Bond with p-Orbital of Aromatic Ring
- 1-Aryl-Substituted Cage Molecules ArC(SiMe_2SiMe_2)_3CR: Preparation, Properties, and Application to Liquid Crystalline Compounds
- Homo-Coupling Polycondensation of Bis(alkynylsilane)s Mediated by Copper(I) Chloride:A New Synthesis of Poly(arylenebutadiynylene)s
- Synthesis and Optical Resolution of Novel Chiral Silanols
- A Facile Preparation and Polymerization of 1, 1-Difunctionalized Disiloxanes
- Synthesis of an Artificial HMG-CoA Reductase Inhibitor NK-104 via a Hydrosilylation-Cross-Coupling Reaction
- Synthesis of Artificial HMG-GoA Reductase Inhibitors Based on the Olefination Strategy
- A Facile Approach to 2-CF_3-Substituted Seven-membered Oxacycles via Stereoselective Preparation and Cope Rearrangement of 2-CF_3-cis-2, 3-Bis(alkenyl)oxiranes
- Novel Cage Polycarbosilanes. Preparation and Characterization of Dodecamethyl-2,3,5,6,7,8-hexasilabicyclo [2.2.2] octane and Its Derivatives
- Facile Synthesis of the 1, 3-Disilacyclohexane Ring
- 1A15 REENTRANT SMECTIC PHASES SHOWING LARGE ELECTROCLINIC EFFECT IN A DICHIRAL LIQUID CRYSTAL
- Photochemical Switching of Ferroelectric Liquid Crystals Using a Photoswitchable Chiral Dopant
- Synthesis and Photochemical Switching of the Antiferroelectric Liquid Crystals Containing a Diazenediyl Group
- Diels-Alder Reaction of 2,3-Bis-(pinacolatoboryl)-1,3-butadiene : Facile Preparation of 1,2-Bis-(pinacolatoboryl)cyclohexenes and -1,4-cyclohexadiene
- Synthesis and Applications of 1,1-Diborylated Cyclopropanes : Facile Route to 1,2-Diboryl-3-methylenecyclopentenes
- (Z)-1,2,3,4-Tetraboryl-2-butene : A Reagent for Stereoselective One-pot Triple Aldehyde Addition
- Facile Synthesis of Dendralenes Based on the Cross-coupling Reaction of 2, 3-Bis(pinacolato)boryl-1, 3-butadiene
- Novel Bifunctional Synthetic Reagents : gem-Dimetallic Compounds Derived from Carbenoid Reagents and Interelement Compounds
- Asymmetric Synthesis of 1-Alkoxy-2,2,2-trifluoroethanol Derivatives
- Synthesis of Biaryls and Oligoarenes Using Aryl[2-(hydroxymethyl)phenyl]dimethylsilanes
- Rhodium-catalyzed Addition of Organo[2-(hydroxymethyl)phenyl]dimethylsilanes to Arenesulfonylimines
- Cross-coupling Reaction of Allylic and Benzylic Carbonates with Organo[2-(hydroxymethyl)phenyl]dimethylsilanes
- Arylcyanation of Norbornene and Norbornadiene Catalyzed by Nickel
- Facile Synthesis of Trifluoromethyl-substituted Enynes : Remarkable Reactivity and Stereoselectivity of Tributyl(3,3,3-trifluoropropynyl)stannane in Carbostannylation of Alkynes
- A Highly Effective and Practical Biaryl Synthesis with Triallyl(aryl)silanes and Aryl Chlorides
- Dimerization : Carbostannylation of Alkynes Catalyzed by a Palladium : Diimine Complex : Regioselectivity, Stereoselectivity and Mechanism
- Vapor-Phase Asymmetric Hydroformylation
- Alkenyldimethyl(2-thienyl)silanes, Excellent Coupling Partner for the Palladium-Catalyzed Cross-Coupling Reaction
- Palladium-catalyzed cross-coupling reaction using alkenyldimethyl (2-thienyl) silanes
- Asymmetric Hydroformylation of Olefins in Higyly Crosslinked Polymer Matrixes
- A Chiral Bimetallic Lewis Acid as a Reaction Template. Asymmetric Reduction of Unsymmetric Ketones with LiBH_4
- An Unusual Endothermic Transition to an Optically Isotropic Phase Organized by Chiral Molecular Recognition
- A Facile Synthesis of Trifluoromethyl- and 3,3,3-Trifluoropropenyl-Substituted Aromatic Compounds by the Oxidative Desulfurization- Fluorination of the Corresponding Carbodithioates
- Facile Synthesis of α-Fluoroalkyl Sulfides under the Oxidative Desulfurization-Fluorination Conditions
- Fluorination of Orthothioesters through Oxidative Desulfurization-Fluorination
- Alternating Copolymerization of Various Alkenes with Carbon Monoxide Using a Cationic Pd(II) Complex of (R,S)-BINAPHOS as an Initiator
- Polyborylated reagents for modern organic synthesis
- A Novel Mild Deprotection Method for Phosphine-Boranes
- Hydroesterification of Vinylarenes Catalyzed by Palladium Complexes of Dialkylmonoaryl- and Monoalkyldiarylphosphines
- Methylenation of Optically Active γ-Polyketones
- Preparation, Structure, and Diels-Alder Reaction of Phenyl(trifluoromethanesulfonate)(3,3,3-trifluoropropynyl)-λ^3-iodane
- Transition Metal-Catalyzed Carbostannylation of Alkynes and Dienes
- Mechanistic Study of the Palladium-Catalyzed Stereoselective Cross-Coupling Reaction of 1,1-Dibromo-3,3,3-trifluoro-2-tosyloxypropene
- Thiocarbonyl Ylides. Attempted Preparation and Related Reactions
- Preparative and Structural Studies of Kostanecki's Compound
- The Reduction of gem-Dibromocyclopropanes by Means of Chromium(II) Acetate or Potassium Pentacyanocobaltate
- Regiocontrolled formation of 4,5-dihydro-3(2H)-furanones from 2-butyne-1,4-diol derivatives. Synthesis of bullatenone and geiparvarin.
- Oxidation of Cyclopropylamines and Aziridines with Lead Tetraacetate
- Highly selective carbon-carbon bond forming reactions mediated by chromium(II) reagents.
- Cross-coupling reaction between enol phosphates and organoaluminium compounds in the presence of palladium(0) catalyst.
- The Reaction of Styryl Sulfoxides or Sulfones with Boranes
- Reaction of organoaluminium reagents with cyclopropylmethyl acetates and 2-vinylcyclopropane-1,1-dicarboxylate esters.
- 1-Bromo-2-ethoxycyclopropyllithium: A synthetic equivalent of 2-lithio- or 3-lithiopropenal. Application to the synthesis of juvenile hormone (JH-II), .BETA.-sinensal, and jasmonoids.
- A novel synthesis of .ALPHA.-methylene-.GAMMA.-butyrolactones.
- Isomerization of allylic alcohols catalyzed by vanadium or molybdenum complexes.
- Reformatsky type reaction with new aluminium reagents containing Al-Sn or Al-Pb linkage.
- New methods for the synthesis of 3(2H)-furanones and 2(5H)-furanones.
- Alkylation of bromocyclopropanes and bromoarenes by means of dibutylcopperlithium and alkyl halides.
- A facile ring enlargement reaction via .BETA.-oxido carbenoid.
- The Reaction of Ethyl Azidoformate with Electron Deficient Olefins and the Thermal Ring Opening of the Resulting Aziridines.
- The Photolysis and Thermolysis of Ethyl Azidoformate in the Presence of Ketones
- A practical synthesis of polyhalomethyllithium-carbonyl adducts.
- Abnormal nazarov reaction. A new synthetic approach to 2,3-disubstituted 2-cyclopentenones.
- Tungsten hexachloride-catalyzed decomposition of diazo compounds. A novel oxazole synthesis.
- Condensation Reactions of Sulfonylcarbanion
- Synthesis and Reactions of Sulfonium Diacylmethylide Having Active Hydrogen
- Intramolecular cyclization of nerol and the related attack of (Z)-allylic alcohol moiety on the terminal olefin linkage as induced by TiCl4-PhNHMe complex. Synthesis of nezukone.
- The Nucleophilic Cyclopropylation of the Condensed Aromatic Ring with Sulf onylcarbanion
- Stereochemical studies on the nucleophilic substitution in the reaction of allylic phosphates with organoaluminum reagents.
- Synthesis of [9]Heterophanes from 2-Cyclododecenone
- Carbocyclic ring formation by the intramolecular reaction between enol silyl ether and allylic acetate moieties.
- Synthesis of homoallylic alcohols from allylic phosphates and aldehydes with organoaluminum reagent containing Al-Sn linkage.
- The 1-Methylene Derivatives of [7](2,6)Pyridinophane. Preparative and Conformational Studies
- The Absolute Configurations of 2-Phenylaziridine and Its Derivatives
- Thermolysis and Photolysis of Benzopinacol Dicarboxylates
- The Reaction of O,O′-Diethyl α-Lithiomethylphosphonate with Organic Dihalides
- The Oxidation of Alkylbenzenes and Acylcarbinols by Means of Benzopinacol Diesters
- Cyclopentenone synthesis from 1,1-dichloroallyllithium-ketone adducts as well as from dichlorocarbene-allyl alcohol adducts.
- The Dehalogenation of Organic Halides by Means of Iron(II) Chloride in Dimethyl Sulfoxide
- Rearrangement of vic-diol monoacetates promoted by organoaluminium compounds.
- Stereoselective epoxidation of allylic alcohols and dehydrogenative oxidation of secondary alcohols by means of t-butyl hydroperoxide and aluminium reagents.
- Baeyer-Villiger oxidation with Me3SiOOSiMe3 under assistance of SnCl4 or BF3OEt2.
- Chromium(VI) or ruthenium(II) complex catalysis in oxidation of alcohols to aldehydes and ketones by means of bis(trimethylsilyl) peroxide.
- Aliphatic Claisen rearrangement promoted by organoaluminium reagents.
- The Syntheses and Reactions of Sulfenyl-substituted Sulfonium Ylides
- The Acid-Catalyzed Ring-Opening of Cyclooctenimine Derivatives
- Cr(III) or Ce(IV) impregnated perfluorinated resin-sulfonic acid catalyst for the oxidation of alcohols.