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Three-Component Coupling Reaction (three-component + coupling_reaction)
Selected AbstractsEfficient and General Synthesis of 3-Aminoindolines and 3-Aminoindoles via Copper-Catalyzed Three-Component Coupling ReactionADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 6 2010Dmitri Chernyak Abstract An efficient three-component coupling (TCC) reaction toward a variety of 3-aminoindoline and 3-aminoindole derivatives has been developed. This cascade transformation proceeds via the copper-catalyzed coupling reaction between 2-aminobenzaldehyde, a secondary amine, and an alkyne leading to a propargylamine intermediate which, under the reaction conditions, undergoes cyclization into the indoline core. The latter, upon treatment with a base, smoothly isomerizes into the indole. Alternatively, the indole can directly be synthesized in a one-pot sequential reaction. [source] Stereoselective Synthesis of Multifunctionalized 1,2,4-Triazolidines by a Ruthenium Porphyrin-Catalyzed Three-Component Coupling ReactionADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 16-17 2006Ming-Zhong Wang Abstract Multifunctionalized 1,2,4-triazolidines have been synthesized by a ruthenium porphyrin-catalyzed three-component coupling reaction. In a one-pot reaction, ruthenium porphyrins catalyzed the in situ generation of azomethine ylides from ,-diazo esters and imines. Stereoselective 1,3-dipolar cycloaddition reactions of the azomethine ylides with dialkyl azodicarboxylates gave the corresponding 1,2,4-triazolidines in good yields (up to 85,%). Using chiral 8-phenylmenthanol ,-diazo ester as the carbenoid source, chiral 1,2,4-triazolidines have been obtained with good diastereoselectivity (up to 84,% de). Some of the 1,2,4-triazolidines exhibited good cytotoxicity against human nasopharyngeal carcinoma (SUNE1) (IC50=10.4,,M) and human cervical carcinoma (Hela) (IC50=10.7,,M) cell lines. [source] Gold Nanoparticles Embedded in a Mesoporous Carbon Nitride Stabilizer for Highly Efficient Three-Component Coupling Reaction,ANGEWANDTE CHEMIE, Issue 34 2010Träger mit Dreifachfunktion: Au-Nanopartikel mit Größen unter 7,nm wurden in den Kanälen eines mesoporösen Kohlenstoffnitrid(MCN)-Trägers hergestellt, der als Stabilisator, zur Größenkontrolle und als Reduktionsmittel fungiert (siehe Bild; Au-NPs grün). Die eingebetteten, gut dispergierten Au-Nanopartikel sind hoch aktive, selektive und wiederverwendbare Katalysatoren in der Dreikomponentenkupplung von Benzaldehyd, Piperidin und Phenylacetylen zur Synthese von Propargylamin. [source] General and Efficient Copper-Catalyzed Three-Component Coupling Reaction towards Imidazoheterocycles: One-Pot Synthesis of Alpidem and Zolpidem,ANGEWANDTE CHEMIE, Issue 15 2010Natalia Chernyak Aus drei mach eins: Ein Verfahren, um Imidazopyridin-, Imidazochinolin- und Imidazoisochinolin-Gerüste herzustellen, wurde entwickelt, und sein präparativer Nutzen wurde mit einer hoch effizienten Eintopfsynthese der Wirkstoffe Alpidem und Zolpidem gezeigt (siehe Schema). [source] ChemInform Abstract: Gold(III) (C,N) Complex-Catalyzed Synthesis of Propargylamines via a Three-Component Coupling Reaction of Aldehydes, Amines and Alkynes.CHEMINFORM, Issue 27 2009Vanessa Kar-Yan Lo Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] Silica-Immobilized CuI: An Efficient Reusable Catalyst for Three-Component Coupling Reaction of Aldehyde, Amine and Alkyne.CHEMINFORM, Issue 52 2007Pravin R. Likhar Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Stereoselective Synthesis of Multifunctionalized 1,2,4-Triazolidines by a Ruthenium Porphyrin-Catalyzed Three-Component Coupling Reaction.CHEMINFORM, Issue 12 2007Ming-Zhong Wang Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Gold(III) Salen Complex Catalyzed Synthesis of Propargylamines via a Three-Component Coupling Reaction.CHEMINFORM, Issue 34 2006Vanessa Kar-Yan Lo Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Arynes in a Three-Component Coupling Reaction: Straightforward Synthesis of Benzoannulated Iminofurans.CHEMINFORM, Issue 45 2004Hiroto Yoshida Abstract For Abstract see ChemInform Abstract in Full Text. [source] ChemInform Abstract: A Three-Component Coupling Reaction of Aldehydes, Amines, and Alkynes.CHEMINFORM, Issue 41 2001Satoshi Sakaguchi Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Synthesis of Alkyl Alkynyl Ketones by Pd/Light-Induced Three-Component Coupling Reactions of Iodoalkanes, CO, and 1-Alkynes.CHEMINFORM, Issue 38 2010Akira Fusano Abstract Photoinduced Pd-catalyzed three-component coupling of terminal alkynes with alkyl iodides and carbon monoxide tolerates a wide range of functional groups. [source] Three-Component Coupling Reactions in Ionic Liquids: A Facile Synthesis of ,-Aminonitriles.CHEMINFORM, Issue 28 2003Jhillu S. Yadav Abstract For Abstract see ChemInform Abstract in Full Text. [source] Samarium(III) Iodide Promoted Three-Component Coupling Reactions of Aldehydes, ,-Haloketones, and Active Methylene or Methyl Compounds.CHEMINFORM, Issue 28 2003Yongmin Ma No abstract is available for this article. [source] Semiconductor-Gold Nanocomposite Catalysts for the Efficient Three-Component Coupling of Aldehyde, Amine and Alkyne in WaterADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 17 2009Leng Leng Chng Abstract An efficient heterogeneous lead sulfide-gold catalyst has been successfully developed for the synthesis of propargylic amines via a three-component coupling reaction of aldehyde, amine and alkyne in water. The process is simple and applicable to a diverse range of aromatic and aliphatic aldehydes, amines and alkynes. Furthermore, the catalyst is stable to air and water, and can be easily recovered and reused. [source] Stereoselective Synthesis of Multifunctionalized 1,2,4-Triazolidines by a Ruthenium Porphyrin-Catalyzed Three-Component Coupling ReactionADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 16-17 2006Ming-Zhong Wang Abstract Multifunctionalized 1,2,4-triazolidines have been synthesized by a ruthenium porphyrin-catalyzed three-component coupling reaction. In a one-pot reaction, ruthenium porphyrins catalyzed the in situ generation of azomethine ylides from ,-diazo esters and imines. Stereoselective 1,3-dipolar cycloaddition reactions of the azomethine ylides with dialkyl azodicarboxylates gave the corresponding 1,2,4-triazolidines in good yields (up to 85,%). Using chiral 8-phenylmenthanol ,-diazo ester as the carbenoid source, chiral 1,2,4-triazolidines have been obtained with good diastereoselectivity (up to 84,% de). Some of the 1,2,4-triazolidines exhibited good cytotoxicity against human nasopharyngeal carcinoma (SUNE1) (IC50=10.4,,M) and human cervical carcinoma (Hela) (IC50=10.7,,M) cell lines. [source] Mannich-Type Reaction Using Alkenyl Trichloroacetates Catalyzed by Dibutyltin DimethoxideADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 11-13 2005Akira Yanagisawa Abstract A novel Mannich-type reaction of alkenyl trichloroacetates with aldimines has been realized by using dibutyltin dimethoxide as a catalyst, which is regenerated by addition of methanol. A three-component coupling reaction of aldehydes, primary amines, and alkenyl trichloroacetates has been also efficiently achieved. These procedures can provide a variety of ,-amino ketones not only from aromatic aldehydes but also from ,,,-unsaturated aldehydes mainly with syn -selectivity in high yields up to 99%. [source] Three Phase Microemulsion/Sol,Gel System for Aqueous C,C Coupling of Hydrophobic SubstratesEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 14 2008Dmitry Tsvelikhovsky Abstract Heck, Stille, Suzuki and three-component coupling reactions with hydrophobic substrates have been carried out in water. The substrates are initially transformed by a general procedure into a microemulsion, which consists of nearly 90,% water with the aid of sodium dodecyl sulfate and either PrOH or BuOH. The surfactant carries the molecules of the substrates to Pd(OAc)2 entrapped within a hydrophobicitized silica sol,gel matrix where the coupling between the substrates is assumed to take place. The products are then returned by the surfactant into the microemulsion from which it can be released. The immobilized palladium catalyst is leach proof and recyclable. It can be used in various coupling processes at least six times without loss of activity. Experiments with D2O have revealed that the water does not take part in the coupling process, but it has an effect on the pore size of the sol,gel matrix, which hosts the palladium catalyst. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) [source] Silica-Immobilized NHC,CuI Complex: An Efficient and Reusable Catalyst for A3 -Coupling (Aldehyde,Alkyne,Amine) under Solventless Reaction ConditionsEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 13 2008Min Wang Abstract A novel silica-immobilized NHC,CuI complex was developed and used as a highly efficient catalyst in the three-component coupling reactions of aldehydes, alkynes and amines (A3 -coupling). The reactions were applicable to aromatic and aliphatic aldehydes, alkynes and amines, and generated the corresponding propargylamines in good yields only in the presence of SiO2,NHC,CuI (2 mol-%) at room temp. under solvent-free reaction conditions. Moreover, the catalyst was quantitatively recovered from the reaction mixture by a simple filtration and reused for ten cycles with almost consistent activity.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) [source] A Mild and Efficient Synthesis of 5-Oxo-5,6,7,8-tetrahydro-4H -benzo-[b]-pyran Derivatives in Room Temperature Ionic LiquidsCHINESE JOURNAL OF CHEMISTRY, Issue 8 2005Jiang Zhao-Qin Abstract A one-pot synthesis of a series of 5-oxo-5,6,7,8-tetrahydro-4H -benzo-[b]-pyran derivatives via three-component coupling reactions of aldehydes, dimedone and malononitrile in room temperature ionic liquids (RTILs) without any catalyst has been reported. In the meantime, the reuse of ionic liquids and the effect of different ionic liquids as solvent on the reaction have also been investigated. [source] | ||||||||||||||||||||||