Synthesis utilizing reducing ability of carbon monoxide. New methods for synthesis of N-substituted selenoamides.
スポンサーリンク
概要
- 論文の詳細を見る
Convenient one-pot syntheses of <I>N</I>-substituted selenoamides (<B>2</B>) from nitriles, metallic selenium, carbon monoxide, water, and amines have been developed on the basis of an amino-group-exchange reaction of <I>in situ</I> formed <I>N</I>-unsubstituted selenoamides (<B>1</B>) with primary or secondary amines. The reactions consist of two processes, <I>i.e.</I>, the formation of selenoamides <B>1</B> by the reaction of nitriles and H<SUB>2</SUB>Se formed from selenium, carbon monoxide and water, and the subsequent amino-group-exchange reaction of <B>1</B> with aliphatic amines. The obtained <B>2</B> are generally stable enough to be kept for several weeks under the atmosphere of nitrogen at 0 °C without any appreciable degradation. In the cases of primary amines, the corresponding selenoamides were also obtained from nitriles, selenium, carbon monoxide, and primary amines by a single-step mixing at the beginning of the reaction.
- 公益社団法人 日本化学会の論文
著者
-
Ogawa Akiya
Department Of Applied Chemistry Faculty Of Engineering Osaka Prefecture University
-
Kambe Nobuaki
Department Of Applied Chemistry And Center For Atomic And Molecular Technologies Graduate School Of
-
Miyake Jun-ichi
Department Of Materials Science And Chemistry Graduate School Of Engineering University Of Hyogo
-
Murai Shinji
Department af Chemical Technology Faculty of Engineering Osaka University
-
Sonoda Noboru
Department af Chemical Technology Faculty of Engineering Osaka University
関連論文
- Diphenyl Diselenide as a Useful Reagent for Intermolecular Domino Reactions of Various Unsaturated Compounds under Photoirradiation Conditions
- Chlorotrimethylsilane-Acetonitrile System as a New Promoter for Carbonyl Allylation by Diallyldibutyltin
- Pd-catalyzed Coupling Reaction of Allyl and Propargyl Ethers with Chlorosilanes
- Pd-Catalyzed Cross-Coupling Reaction of Alkyl Tosylates and Bromides with Grignard Reagents in the Presence of 1, 3-Butadiene
- Rotaxane Synthesized by End-capping via Hydroruthenation of Axle Terminal Acetylene and Its Derivation to η^3-Allylruthenium Complex-containing Rotaxane
- The Co_2(CO)_8-Catalyzed Hydrosilylation of Oxygen-Containing Olefins:Silylmetalation as a Key Step
- Catalytic Addition of Olefinic C-H Bonds to Olefins
- Catalytic Addition of Aromatic Crbon-Hydrogen Bonds to Olefins with the Aid of Ruthenium Complexes
- Impacted Obturator Hernia Treated Successfully with a Kugel Repair : Report of Two Cases
- Perineal Hernia as a Rare Complication After Laparoscopic Abdominoperineal Resection : Report of a Case
- Photoaccelerated Reductive Coupling of Acid Chlorides with Conjugate Dienes and Styrenes by Use of Neodymium Metal in N,N-Dimethylacetamide
- Carbonylation of Organic Halides with Carbon Monoxide Mediated by Samarium Diiodide. Improvement and Mechanistic Investigations
- Photoinduced Reduction of gem-Dichlorocyclopropanes with Sml_2 and Benzenethiol
- Highly Selective Addition of Organic Dichalcogenides to Carbon-Carbon Unsaturated Bonds
- Synthesis of 2-Halogenated Quinolines by Halide-Mediated Intramolecular Cyclization of o-Alkynylaryl Isocyanides
- Novel Photoinduced Reduction of Conjugate Dienes by the Combination of Benzenethiol and Diphenyl Diselenide
- Enhanced Reducing Ability by the Combination of SmI_2 and Sm Metal in the Reduction of Alkyl Halides
- Multiple capillary hemangiomas of the cauda equina at a level of a single vertebra
- Titanocene-Catalyzed Reaction of Alkenes and Dienes with Alkyl Halides and Chlorosilanes
- Transition Metal-catalyzed Carbochalcogenation of Alkynes
- Photodimerization and Polymerization of PEG Derivatives through Radical Coupling using Photochemistry of Dithiocarbamate
- The Ruthenium-Catalyzed Addition of βC-H Bonds in Aldehydes to Olefins
- Ruthenium-Catalyzed Coupling of Aromatic Carbon-Hydrogen Bonds in Aromatic Imidates with Olefins
- New Protocol for the Siteselective Alkylation and Vinylation of Aromatic Compounds. Catalyst-Specific Reactions
- Ruthenium-Catalyzed Reactions of Acyclic α,β-Enones with Olefins and Their Reaction Mechanisms
- Mechanistic Study of the Ru(H)_2(CO)(PPh_3)_3-Catalyzed Addition of C-H Bonds in Aromatic Esters to Olefins
- The Ruthenium-Catalyzed Addition of C-H Bonds in Aromatic Nitriles to Olefins
- Ruthenium-Catalyzed Addition of Carbon-Hydrogen Bonds in Aromatic Ketones to Olefins. The Effect of Various Substituents at the Aromatic Ring
- Ruthenium-Catalyzed Addition of Aromatic Esters at the Ortho C-H Bonds to Olefins
- A New Chelation-Assistance Mode for a Ruthenium-Catalyzed Silylation at the C-H Bond in Aromatic Ring with Hydrosilanes
- Ruthenium-Catalyzed Dehydrogenative Silylation of Aryloxazolines with Hydrosilanes via C-H Bond Cleavage
- Ruthenium-Catalyzed Addition of Aromatic Imines at the ortho C-H Bonds to Olefins
- Transition-Metal-Catalyzed Cyanochalcogenation of Alkynes with Chalcogenocyanates
- Synthesis of Enones and Cyclopropanes by the Reaction of Telluronium Ylides Generated from Bis(2-oxoalkyl)tellurium Dichlorides
- Rhodium-Catalyzed Si-F Exchange Reaction between Fluorobenzenes and a Disilane.Catalytic Reaction Involving Cleavage of C-F Bonds
- Transition Metal-Catalyzed Intramolecular Cyclization of 1,5- and 1,6- Dienes via Direct Cleavage and Addition of the Carbon-Hydrogen Bond
- Asymmetric Intramolecular C-H/Olefin Coupling : Asymmetric Cyclization Reactions of 1, 5-Dienes Catalyzed by Rhodium Complexes
- Transition Metal-Catalyzed Intramolecular C-H/Olefin Coupling
- Catalytic Addition of Aromatic C-H Bonds to Acetylenes
- Tuning Photoluminescent Wavelength of Water-Soluble Oligothiophene/Polymer Complex Film by Proton Bonding
- Activation of Sn-Se Bond:Regioselective Ring Opening Reaction of Epoxides with Tributylstannyl Phenylselenolate in the Presence of a Lewis Acid
- Rhenium Complexes-Catalyzed Alkylation of Arenes with Alkyl Halides
- A New Method for the Synthesis of Organotellurium Compounds by the Use of Reductive Cleavage of the Tellurium-Tellurium Bond with Lanthanum Metal
- A Facile Method for Synthesis of Alkyl Phenyl Selenides. The Reaction of Diphenyl Diselenide with Oxygen-containing Compounds Using La/Me_3SiCl/^I_2/^CuI System
- Deoxygenative Dimerization of Benzylic and Allylic Alcohols, and Their Ethers and Esters Using lanthanum Metal and Chlorotrimethylsilane in the Presence of a Catalytic Amount of Iodine and Copper(I) Iodide
- A Theoretical Study on the Generation Process of Carbonyl Selenide in Selenium Catalyzed Carbonylation of Amines
- Catalytic Effect of Five-Coordinate Organotin Bromide or Tetraphenylstibonium Bromide on the Chemo- and Stereoselective Addition of Tin Enolate to α-Halo Ketone
- Pt-Catalyzed Regio-and Stereoselective Thienylthiolation of Alkynes
- Highly Regioselective Double Hydrothiolation of Terminal Acetylenes with Thiols Catalyzed by Palladium Diacetate
- Catalytic Addition of C-H Bonds to Multiple Bonds : The First Stage
- Titanocene-Catalyzed Alkylation of Aryl-Substituted Alkenes with Alkyl Halides
- Vanadium-catalyzed Atmospheric Oxidation of Benzyl Alcohols Using Water as Solvent
- Copper-free Sonogashira Coupling Reaction Using a trans-Spanning 1,2-Bis(2-thienylethynyl)benzene Ligand
- Kinetic Studies of the Ni-catalyzed Cross-coupling of Alkyl Halides and a Tosylate with Butyl Grignard Reagent in the Presence of 1,3-Butadiene
- Transition Metal Catalyzed Alkylation at sp^3-, sp^2-, and sp-Carbons
- Synthesis of a Linked [1]-[1]Rotaxane
- Synthesis of an Organic-soluble π-Conjugated [1]Rotaxane
- Conversion of (sp^3)C-F Bonds of Alkyl Fluorides to (sp^3)C-Heteroatom (Heteroatom = I, SR, SeR, TeR) Bonds by the Use of Magnesium Reagents Having Heteroatom Substituents
- Transition Metal-Catalyzed C-C Bond Formation Reactions Using Alkyl Halides
- Thermal Aza-Bergman Cyclization of o-Alkynylaryl Isocyanides with Organic Diselenide, Ditelluride, and Iodine Leading to 2,4-Difunctionalized Quinolines
- Highly Selective Addition of Organic Dichalcogenides to Carbon-Carbon Unsaturated Bonds
- Oxidation of Alicyclic Compounds with Pernitrous Acid
- Redox Reaction of Tetrahydrofuran Hydroperoxide
- o-Quinodimethane generation from .ALPHA.,.ALPHA.'-dihalo-o-xylenes by use of sodium benzenetellurolate.
- Convenient synthesis of .BETA.-silyl ketones from .BETA.-stannyl enol silyl ethers via a (1,4) anionic rearrangement of silicon.
- A new synthesis of cyclic ureas, cyclic urethanes, and a quinazolinedione. Selenium-assisted carbonylation of aromatic amines with carbon monoxide.
- Synthesis utilizing reducing ability of carbon monoxide. New methods for synthesis of N-substituted selenoamides.
- An improved resolution of .BETA.-hydroxy-DL-aspartic acid on optically active resin containing L-lysine or L-ornithine.
- Formation of 4-Hydroxycarbostyrils in the Reaction of Carbon Suboxide with Aromatic Amines
- Acid-Catalyzed Oxidation of Olefins with Selenium Dioxide
- The Reaction of Dicarbonyl Compounds with Potassium in the Presence of Trimethylsilyl Chloride
- Selenium Catalyzed Synthesis of of Carbonates. The Reaction of Alkoxide with Carbon Monoxide and Oxygen in the Presence of Selenium