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Synthetic Applications (synthetic + application)
Selected AbstractsPalladium(II)-Catalyzed Domino Reaction of 2-(1-Alkynyl)-2-alken-1-ones with Nucleophiles: Scope, Mechanism and Synthetic Application in the Synthesis of 3,4-Fused Bicyclic Tetrasubstituted FuransADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 4 2009Yuanjing Xiao Abstract Described herein is the development of a palladium(II)-catalyzed two- or three-component reaction of 2-(1-alkynyl)-2-alken-1-ones with nucleophiles and allylic chlorides. Various types of nucleophiles such as O- , N- , C -based nucleophiles and olefin-tethered O- , N- , C -based nucleophiles were investigated. The scope, mechanism and application of this Pd(II)-catalyzed domino reaction were studied. In these transformations, the palladium catalyst exhibits a dual role, serving simultaneously as a Lewis acid and a transition metal. Two possible reaction pathways (cross-coupling reaction vs. Heck reaction) from the same intermediate furanylpalladium species were observed. The reaction pathway is dependent on the property of the nucleophile and the length of the tethered chain as well. When olefin-tethered O -based nucleophiles were used, only the cross-coupling reaction pathway was observed, in contrast, both reaction pathways were observed when olefin-tethered C -based nucleophiles were employed. The product ratio is dependent on the length of the tethered chain. Furthermore, ring-closing metathesis (RCM) of corresponding furans with CC bonds provides an easy method for the preparation of functionalized oxygen-heterocycles , 3,4-fused bicyclic furans. It is also noteworthy that allylic chloride can be as an oxidant besides its well known function as an alkylating reagent. [source] Isolation, Structural Characterization, and Synthetic Application of Oxycyclopentadienyl Dianions,ANGEWANDTE CHEMIE, Issue 43 2009Lantao Liu Dr. Ein neuer Baustein? Lithiumkomplexe neuartiger Oxycyclopentadienyl- Dianionen wurden in hoher Ausbeute isoliert und röntgenographisch charakterisiert. Ausgehend von diesen Zwischenstufen ließen sich Cyclopentadiene und Übergangsmetallkomplexe herstellen (siehe Schema). [source] ChemInform Abstract: Flexible Synthesis, Structural Determination, and Synthetic Application of a New C1 -Symmetric Chiral Ammonium Betaine.CHEMINFORM, Issue 19 2010Daisuke Uraguchi 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: A Synthetic Application of ,-Aminoalanines to Some New 5-Dialkylaminomethyl-3-phenylhydantoin Derivatives.CHEMINFORM, Issue 23 2009Fumiko Fujisaki 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] ChemInform Abstract: Yttrium-Mediated Conversion of Vinyl Grignard Reagent to a 1,2-Dimetalated Ethane and Its Synthetic Application.CHEMINFORM, Issue 29 2008Ryoichi Tanaka 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] ChemInform Abstract: Synthetic Application of Intramolecular Cyanoboration on the Basis of Removal and Conversion of a Tethering Group by Palladium-Catalyzed Retro-Allylation.CHEMINFORM, Issue 24 2008Toshimichi Ohmura 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] 3-Benzoyl-4-hydroxyisochromen-1-one Derivatives, Their Synthesis and Synthetic Application.CHEMINFORM, Issue 3 2007Pavel Hradil 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] Electrosynthesis of Ethyl ,,,-Difluoro-,-(phenylseleno)acetate and Its Photochemical Synthetic Application.CHEMINFORM, Issue 39 2004Satoru Murakami Abstract For Abstract see ChemInform Abstract in Full Text. [source] Lipase-Catalyzed Transesterification of Methyl 2-Substituted 3-Hydroxy-4-pentenoates and Its Synthetic Application to the Taxol Side Chain.CHEMINFORM, Issue 5 2003Tadakatsu Mandai Abstract For Abstract see ChemInform Abstract in Full Text. [source] An Interesting Synthetic Application of S-Alkyl (Aryl)bis(alkylsulfanyl)thioacetates: General Procedure for the Preparation of (.+-.)-,-Arylpropionic Acids.CHEMINFORM, Issue 39 2002Marco Clericuzio Abstract For Abstract see ChemInform Abstract in Full Text. [source] ChemInform Abstract: Observations on the DDQ Oxidation of 1-Acyldihydropyridines , A Synthetic Application.CHEMINFORM, Issue 6 2002Debra J. Wallace 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: Improved Procedure to Aryl Thiocyanates: A New Synthetic Application of Dry Arenediazonium o-Benzenedisulfonimides.CHEMINFORM, Issue 28 2001Margherita Barbero 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: 1,3-Dipolar Cycloaddition Reaction of [60]Fullerene with Thiocarbonyl Ylide and Synthetic Application of the Cycloadduct.CHEMINFORM, Issue 24 2001Hiroshi Ishida 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] Double Ring-Closing Metathesis Reaction of Nitrogen-Containing Tetraenes: Efficient Construction of Bicyclic Alkaloid Skeletons and Synthetic Application to Four Stereoisomers of Lupinine and Their DerivativesCHEMISTRY - A EUROPEAN JOURNAL, Issue 13 2004Shengming Ma Prof. Abstract The double ring-closing metathesis reaction of nitrogen-containing tetraenes was studied. The selectivity of the fused/dumbbell-type products can be controlled by the electronic/steric effects of the substituents attached to the CC bonds and the s - cis/s - trans conformational ratios of the substrates. This methodology has also been successfully applied to the enantioselective synthesis of four stereoisomers of lupinine and their derivatives. [source] Towards the Synthesis of Highly Functionalized Chiral ,-Amino Nitriles by Aminative Cyanation and Their Synthetic ApplicationsEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 1 2006Luca Bernardi Abstract The cyanobis(dibenzylamino)borane-mediated transformation of chiral aldehydes into the corresponding ,-amino nitriles is described. Starting from these compounds short synthetic routes can be envisaged for obtaining diastereomerically pure functionalized 1,2-diamines and hydroxylated ,-amino acids that are of interest as core key units of biologically active substances or as potential ligands for asymmetric catalysis. The stereochemical outcome of the aminative cyanation reaction is discussed. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) [source] Organocatalyzed Conjugate Addition of Carbonyl Compounds to Nitrodienes/Nitroenynes and Synthetic ApplicationsADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 4 2010Sébastien Belot Abstract The purpose of this study is to point out the synthetic utility of a new class of Michael acceptors (nitrodienes and nitroenynes). The highly enantioselective organocatalytic Michael addition of carbonyl compounds to these functionalized nitroolefins has been carried out in the presence of (S)-diphenylprolinol silyl ether to achieve some interesting building blocks in high selectivities. The adducts thus obtained can be easily converted by taking advantage of the corresponding unsaturated carbon-carbon bond. In presence of the double bond, metathesis or electrophilic activation could be carried out whereas in the presence of the triple bond electrophilic activation could be conducted. We thus focused on a gold-catalyzed cyclization of the bis-homopropargylic alcohol to afford the corresponding substituted tetrahydrofuran. Then, we also demonstrated that organic and gold catalysts were compatible in a one-pot process. Indeed, we developed a one-pot enantioselective organocatalytic Michael addition to a nitroenyne followed by a gold-catalyzed acetalization/cyclization to achieve tetrahydrofuranyl ethers in high diastereo- and enantioselectivities with excellent yields. [source] Synthetic Applications of Laccase in Green ChemistryADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 9 2009Suteera Witayakran Abstract Laccases (benzenediol:oxygen oxidoreductase, EC 1.10.3.2), multi-copper-containing oxidoreductase enzymes, are able to catalyze the oxidation of various low-molecular weight compounds, specifically, phenols and anilines, while concomitantly reducing molecular oxygen to water. Because of their high stability, selectivity for phenolic substructures, and mild reaction conditions, laccases are attractive for fine chemical synthesis. This review provides a discussion of the recent applications of this interesting enzyme in synthetic chemistry, including laccase and laccase-mediator catalyzed reactions. In addition, the review also includes a brief discussion of the distribution of laccase in nature, enzyme structure, and the catalytic mechanism which are of relevance to their applications as biocatalysts. [source] ChemInform Abstract: Graphite-Supported Gold Nanoparticles as Efficient Catalyst for Aerobic Oxidation of Benzylic Amines to Imines and N-Substituted 1,2,3,4-Tetrahydroisoquinolines to Amides: Synthetic Applications and Mechanistic Study.CHEMINFORM, Issue 6 2010Man-Ho So 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: ,-(3-Pyridyl)malonates: Preparation and Synthetic Applications.CHEMINFORM, Issue 13 2008Freddy Tjosaas 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] ChemInform Abstract: Highly Stereoselective Epoxidation of ,-Methyl-,-hydroxy-,,,-unsaturated Esters: Rationalization and Synthetic Applications.CHEMINFORM, Issue 1 2008Irakusne Lopez 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] Synthetic Applications of Cyanoacetylated Bisindoles: Synthesis of Novel Cycloheptadiindoles, Indolocarbazoles, and Related Aza Analogues.CHEMINFORM, Issue 49 2007Niklas Wahlstroem 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] Enantioselective Organocatalytic Aldol Reaction of Ynones and Its Synthetic Applications.CHEMINFORM, Issue 11 2007Franck Silva 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] Synthetic Applications of ,-Fluoroalkylated Enones.CHEMINFORM, Issue 34 2006Part 1. 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] Silylated Vinyloxiranes , Recent Advances and Synthetic Applications.CHEMINFORM, Issue 21 2006Frederic Marion 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] Synthetic Applications of (Me3SiNSN)2E (E: S, Se) in Chalcogen-Nitrogen Chemistry: Formation and Structural Characterization of Cl2TeESN2 (E: S, Se) and [PPh4]2 [Pd2(,-Se2N2S)X4] (X: Cl, Br).CHEMINFORM, Issue 41 2005Jari Konu Abstract For Abstract see ChemInform Abstract in Full Text. [source] Synthetic Applications of Aryl Radical Building Blocks for Cyclization onto Azoles.CHEMINFORM, Issue 30 2005Steven M. Allin Abstract For Abstract see ChemInform Abstract in Full Text. [source] Synthetic Applications of Aminochlorocarbenes: A Two-Step Conversion of N-Methylformanilides into 3-Arylamino-2-chloroindoles.CHEMINFORM, Issue 11 2003Ying Cheng Abstract For Abstract see ChemInform Abstract in Full Text. [source] Recent Synthetic Applications of Manganese in Organic SynthesisCHEMISTRY - A EUROPEAN JOURNAL, Issue 33 2008Abstract While the organometallic compounds derived from many metals have found a broad application in organic synthesis, the use of organomanganese compounds has only recently been developed due to the passivity exhibited by commercial Mn in the direct metalation of organic compounds. In this Concept article, we highlight the potential of manganese and its organometallic compounds in organic synthesis by illustration of the studies previously reported by others and our laboratory in this field. Based on the transformations reported herein, organomanganese compounds could become important tools in the future of the organic synthesis, due to their high selectivity. [source] Graphite-Supported Gold Nanoparticles as Efficient Catalyst for Aerobic Oxidation of Benzylic Amines to Imines and N -Substituted 1,2,3,4-Tetrahydroisoquinolines to Amides: Synthetic Applications and Mechanistic StudyCHEMISTRY - AN ASIAN JOURNAL, Issue 10 2009Man-Ho So Abstract Selective oxidation of amines using oxygen as terminal oxidant is an important area in green chemistry. In this work, we describe the use of graphite-supported gold nanoparticles (AuNPs/C) to catalyze aerobic oxidation of cyclic and acyclic benzylic amines to the corresponding imines with moderate-to-excellent substrate conversions (43,100,%) and product yields (66,99,%) (19,examples). Oxidation of N -substituted 1,2,3,4-tetrahydroisoquinolines in the presence of aqueous NaHCO3 solution gave the corresponding amides in good yields (83,93,%) with high selectivity (up to amide/enamide=93:4) (6,examples). The same protocol can be applied to the synthesis of benzimidazoles from the reaction of o -phenylenediamines with benzaldehydes under aerobic conditions (8,examples). By simple centrifugation, AuNPs/C can be recovered and reused for ten consecutive runs for the oxidation of dibenzylamine to N -benzylidene(phenyl)methanamine without significant loss of catalytic activity and selectivity. This protocol "AuNPs/C+O2" can be scaled to the gram scale, and 8.9,g (84,% isolated yield) of 3,4-dihydroisoquinoline can be obtained from the oxidation of 10,g 1,2,3,4-tetrahydroisoquinoline in a one-pot reaction. Based on the results of kinetic studies, radical traps experiment, and Hammett plot, a mechanism involving the hydrogen-transfer reaction from amine to metal and oxidation of M-H is proposed. [source] New Methods and Synthetic Applications of Asymmetric Nitrogen TransferCHINESE JOURNAL OF CHEMISTRY, Issue 9 2005Alan Armstrong Abstract Structure/reactivity relationships of N -alkoxycarbonyl- and N -carboxamidooxaziridines are explored, and conditions are discovered for the efficient amination of sulfides and primary amines. Reactions of these oxaziridines with alkenes are also examined, and lead to interesting new heteroatom transfer reaction products. Finally, the aminative rearrangement of 2-alkoxydihydropyrans leads to a useful stereocontrolled synthesis of pyrrolidines which can undergo synthetic manipulations to give [2.2.1]- and [3.2.1]-azabicycles. [source] |