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Sonogashira Coupling Reaction (sonogashira + coupling_reaction)
Selected AbstractsNew Second-Order Nonlinear Optical Polymers Derived from AB2 and AB Monomers via Sonogashira Coupling ReactionMACROMOLECULAR CHEMISTRY AND PHYSICS, Issue 8 2010Zhong'an Li Abstract In this paper, a facile route was designed to prepare a new AB2 -type polymer P1 via simple Sonogashira coupling reaction, also its corresponding linear analog (P2) was obtained from AB monomer for comparison. Despite the relatively lower loading density of the effective chromophore moieties, P1 demonstrated higher second-harmonic coefficient (153.9,pm,·,V,1) than that of P2 (98.2,pm,·,V,1), due to the three-dimensional spatial isolation effect of the hyperbranched structure. The good results of P2 also indicated that the ladder shape may help to solve the problem existing in main-chain polymers, the low poling efficiency. [source] ChemInform Abstract: Synthesis of Unexpected Pyrrolo[2,3-b]quinoxaline-2-carbaldehydes via Sonogashira Coupling Reaction.CHEMINFORM, Issue 37 2010Ali Keivanloo Abstract Pd-catalyzed reaction of 3-chloroquinoxalin-2-amines with propargyl bromide proceeds in the presence of wet morpholine to give the title compounds (III) unexpectedly. [source] ChemInform Abstract: CuI/PPh3 -Catalyzed Sonogashira Coupling Reaction of Aryl Iodides with Terminal Alkynes in Water in the Absence of Palladium.CHEMINFORM, Issue 21 2009Jin Tao Guan 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: Propylene Oxide Assisted Sonogashira Coupling Reaction.CHEMINFORM, Issue 16 2009Zhaolong Tong 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: A Novel Pd/Ag-Catalyzed Sonogashira Coupling Reaction of Terminal Alkynes with Hypervalent Iodonium Salts.CHEMINFORM, Issue 3 2009Min Zhu 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] A Novel Silver Iodide Catalyzed Sonogashira Coupling Reaction.CHEMINFORM, Issue 51 2006Pinhua Li 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] Unexpected Tandem Sonogashira,Carbopallation,Sonogashira Coupling Reaction of Benzyl Halides with Terminal Alkynes: A Novel Four-Component Domino Sequence to Highly Substituted Enynes.CHEMINFORM, Issue 47 2004Laurent Romain Pottier Abstract For Abstract see ChemInform Abstract in Full Text. [source] Microwave-Enhanced Sonogashira Coupling Reaction of Substituted Pyrimidinones and Pyrimidine Nucleosides.CHEMINFORM, Issue 13 2004Elena Petricci Abstract For Abstract see ChemInform Abstract in Full Text. [source] Sonogashira Coupling Reaction with Palladium Powder, Potassium Fluoride in Aqueous Media.CHEMINFORM, Issue 8 2004Lei Wang Abstract For Abstract see ChemInform Abstract in Full Text. [source] One-Pot Synthesis of Symmetrical and Unsymmetrical Bisarylethynes by a Modification of the Sonogashira Coupling Reaction.CHEMINFORM, Issue 3 2003Matthew J. Mio Abstract For Abstract see ChemInform Abstract in Full Text. [source] Samarium Powder-Catalyzed Palladium-Free and Ligand-Free Sonogashira Coupling ReactionsADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 13 2009Jincheng Mao Abstract A study of samarium powder-catalyzed cross-coupling reactions of aryl halides with terminal alkynes is described. The couplings performed in the polyethylene glycol PEG-600 provided the corresponding coupling products in good yields. The first example of palladium-free, copper-free and amine-free catalytic system for Sonogashira couplings is presented in the absence of ligand. [source] Highly Convenient, Clean, Fast, and Reliable Sonogashira Coupling Reactions Promoted by Aminophosphine-Based Pincer Complexes of Palladium Performed under Additive- and Amine-Free Reaction ConditionsADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 9 2009Jeanne No abstract is available for this article. [source] Highly Convenient, Clean, Fast, and Reliable Sonogashira Coupling Reactions Promoted by Aminophosphine-Based Pincer Complexes of Palladium Performed under Additive- and Amine-Free Reaction ConditionsADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 6 2009Jeanne Abstract Sequential addition of 1,1,,1,,-phosphinetriyltripiperidine and 1,3-diaminobenzene or resorcinol to toluene solutions of (cyclooctadiene)palladium dichloride [Pd(cod)(Cl)2] under nitrogen in "one pot" almost quantitatively yielded the aminophosphine-based pincer complexes {[C6H3 -2,6-(XP{piperidinyl}2)2]Pd(Cl)} (X=NH 1; X=O 2). Complex 1 (and to a minor extent 2) proved to be efficient Sonogashira catalysts, which allow the quantitative coupling of various electronically deactivated and/or sterically hindered and functionalized aryl iodides and aryl bromides with several alkynes as coupling partners within very short reaction times and low catalyst loadings. Importantly, in contrast to most of the Sonogashira catalysts, which either are both air- and moisture-sensitive and/or require the addition of co-catalysts, such as copper(I) iodide [CuI], for example, or a large excess of an amine, the coupling reactions were carried out without the use of amines, co-catalysts or other aditives and without exclusion of air and moisture. Moreover, the desired products were exclusively formed (no side-products were detected) without employing an excess of one of the substrates. Ethylene glycol and potassium phosphate (K3PO4) were found to be the ideal solvent and base for this transformation. Experimental observations strongly indicate that palladium nanoparticles are not the catalytically active form of 1 and 2. On the other hand, their transformation into another homogeneous catalytically active species cannot be excluded. [source] N-Heterocyclic NCN-Pincer Palladium Complexes: A Source for General Highly Efficient Catalysts in Heck, Suzuki, and Sonogashira Coupling Reactions.CHEMINFORM, Issue 17 2006Fatima Churruca 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] Recyclable Sonogashira Coupling Reactions in an Ionic Liquid, Effected in the Absence of Both a Copper Salt and a Phosphine.CHEMINFORM, Issue 42 2004Soon Bong Park Abstract For Abstract see ChemInform Abstract in Full Text. [source] Improved Palladium-Catalyzed Sonogashira Coupling Reactions of Aryl ChloridesCHEMISTRY - A EUROPEAN JOURNAL, Issue 6 2009Christian Torborg Well matched: Novel palladium/heteroaryl-phosphines are introduced for Sonogashira reactions of aryl and heteroaryl chlorides including challenging substrates (see scheme). The desired coupling reactions proceed smoothly and tolerate various functional groups. [source] Sulfonated N -Heterocyclic Carbenes for Pd-Catalyzed Sonogashira and Suzuki,Miyaura Coupling in Aqueous SolventsADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 6 2010Sutapa Roy Abstract The reactions of the N,N, -diarylimidazolium and N,N, -diarylimidazolinium salts with chlorosulfonic acid result in the formation of the respective disulfonated N -heterocyclic carbene (NHC) precursors in reasonable yields (46,77%). Water-soluble palladium catalyst complexes, in situ obtained from the respective sulfonated imidazolinium salt, sodium tetrachloropalladate (Na2PdCl4) and potassium hydroxide (KOH) in water, were successfully applied in the copper-free Sonogashira coupling reaction in isopropyl alcohol/water mixtures using 0.2,mol% catalyst loading. The preformed (disulfonatedNHC)PdCl(cinnamyl) complex was used in aqueous Suzuki,Miyaura reactions at 0.1,mol% catalyst loading. The coupling protocol reported here is very useful for Sonogashira reactions of N - and S -heterocyclic aryl bromides and chlorides with aryl- and alkylacetylenes. [source] Syntheses of oxazolo[4,5- c]pyridine and 6-azaindoleJOURNAL OF HETEROCYCLIC CHEMISTRY, Issue 2 2008Freddy Tjosaas The preparation of oxazolo[4,5- c]pyridine and 6-azaindole from 4-bromo-3-pivaloylaminopyridine (8) is reported. The oxazolopyridine 2- tert -butyl-oxazolo[4,5- c]pyridine (9) was successfully prepared from 8 in 78% yield by a new base/TBAB promoted non-catalyzed microwave cyclisation strategy (10 min) or, alternatively, in 54% yield by conventional heating (48 hrs) and CuI catalysis. The 6-azaindole 2-phenyl-1-(trimethylacetyl)-6-azaindole (13) was prepared from 8 in a two step procedure, including a Sonogashira coupling reaction. [source] New Second-Order Nonlinear Optical Polymers Derived from AB2 and AB Monomers via Sonogashira Coupling ReactionMACROMOLECULAR CHEMISTRY AND PHYSICS, Issue 8 2010Zhong'an Li Abstract In this paper, a facile route was designed to prepare a new AB2 -type polymer P1 via simple Sonogashira coupling reaction, also its corresponding linear analog (P2) was obtained from AB monomer for comparison. Despite the relatively lower loading density of the effective chromophore moieties, P1 demonstrated higher second-harmonic coefficient (153.9,pm,·,V,1) than that of P2 (98.2,pm,·,V,1), due to the three-dimensional spatial isolation effect of the hyperbranched structure. The good results of P2 also indicated that the ladder shape may help to solve the problem existing in main-chain polymers, the low poling efficiency. [source] Synthesis of Furo[2,3- b]pyrazine Nucleoside Analogues with 1,2,3-Triazole LinkageMOLECULAR INFORMATICS, Issue 11-12 2007Denis Abstract Sonogashira coupling reaction with the readily available 1-(4-methoxybenzyl)-3,5-dichloropyrazin-2(1H)-ones was followed by mild silver-catalyzed cyclization to provide the corresponding 2-chlorofuro[2,3- b]pyrazines in excellent yields. A second Sonogashira cross-coupling reaction resulted in the formation of 2-ethynylfuro[2,3- b]pyrazines, which were coupled with D -ribose and 2-deoxy- D -ribose using a microwave-assisted Cu(I)-catalyzed Huisgen [2+3] dipolar cycloaddition reaction, to generate a small library of new nucleoside analogues. [source] CuI/PPh3 -catalyzed Sonogashira coupling reaction of aryl iodides with terminal alkynes in water in the absence of palladiumAPPLIED ORGANOMETALLIC CHEMISTRY, Issue 2 2009Jin Tao Guan Abstract The Sonogashira cross-coupling of aryl iodides with terminal alkynes catalyzed by a simple and inexpensive catalyst system of CuI/PPh3 in water as the sole solvent has been reported. In the presence of CuI/PPh3, with KOH used as a base, a number of aryl iodides were treated with alkynes to afford the corresponding products in moderate to excellent yields. Copyright © 2008 John Wiley & Sons, Ltd. [source] Dppc+PF6,,PdCl2,[bmim][PF6],a copper-free recyclable catalytic system for Sonogashira coupling reactionAPPLIED ORGANOMETALLIC CHEMISTRY, Issue 5 2007Jintao Guan Abstract An air-stable, copper-free and highly efficient Dppc+PF6,,PdCl2,[bmim][PF6] catalytic system has been developed for the Sonogashira coupling reaction of aryl iodides with various aryl- and alkylacetylenes. The catalytic system allows for facile separation and can be recycled at least eight times with minimal loss of activity. Copyright © 2007 John Wiley & Sons, Ltd. [source] Studies Directed Towards the Total Synthesis of (,)-DictyostatinEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 11 2010Jhillu S. Yadav Abstract The stereoselective synthesis of the three major fragments (C1,C9, C10,C17, and C19,C26) of an antimitotic marine macrolide, (,)-dictyostatin, has been achieved with a desymmetrization strategy and Oppolzer syn and anti aldol protocols as the key reactions. Takai olefination and Sonogashira coupling reactions were successfully utilized to establish the 2Z,4E -dienoate portion of the C1,C9 fragment and Stille coupling for the Z -diene core of C19,C26. [source] Gold-Catalyzed Intramolecular Alkyne Cycloisomerization Cascade: Direct Synthesis of Aryl-Annulated[a]carbazoles from Aniline-Substituted DiethynylarenesADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 2-3 2010Kimio Hirano Abstract Aniline-substituted diethynylarenes, which are readily synthesized through Sonogashira coupling reactions from commercially available 1,2-dihaloarenes, directly produce aryl- and heteroaryl-annulated[a]carbazoles by the gold-catalyzed intramolecular cascade hydroamination/cycloisomerization without producing theoretical by-products. This new atom-economical route is easily applicable to various aryl-annulated[a]carbazoles containing an alkyl, aryl or ester substituent. [source] | ||||||||||