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Hélio A. Stefani - One of the best experts on this subject based on the ideXlab platform.
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Sonogashira Cross-Coupling in iodo-containing 2-aryloxazolines
Synthetic Communications, 2019Co-Authors: Joel S. Reis, Ignez Caracelli, Julio Zukerman-schpector, Hélio A. StefaniAbstract:AbstractAryloxazolines represents potential building blocks in the synthesis of precursors of ESIPT-active sensors. Here we describe the Sonogashira Cross-Coupling reaction between iodo-containing ...
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Functionalization of protected tyrosine via Sonogashira reaction: synthesis of 3-(1,2,3-triazolyl)-tyrosine
Molecular Diversity, 2016Co-Authors: Stanley N. S. Vasconcelos, Anwar Shamim, Isadora M. Oliveira, Hélio A. StefaniAbstract:1,2,3-Triazol tyrosines were synthesized from tyrosine alkynes that were in turn prepared via Sonogashira Cross-Coupling reaction. The tyrosine alkynes were subjected to click-chemistry reaction conditions leading to the corresponding 3-(1,2,3-triazolyl)-tyrosines in yields ranging from moderate to good.
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Synthesis of 5‐Organotellanyl‐1H‐1,2,3‐triazoles: Functionalization of the 5‐Position Scaffold by the Sonogashira Cross‐Coupling Reaction
European Journal of Organic Chemistry, 2013Co-Authors: Hélio A. Stefani, Julio Zukerman-schpector, Stanley N. S. Vasconcelos, Flávia Manarin, Daiana M. Leal, Frederico B. Souza, Lucas Sousa Madureira, Marcos N. Eberlin, Marla N. Godoi, Renan GalavernaAbstract:An efficient synthesis of 5-organotellanyl-1H-1,2,3-triazole compounds was accomplished through [3+2] cycloaddition reaction of organic azides and (organotellanyl)alkynes. Additionally, 5-organotellanyl-1H-1,2,3-triazoles were readily functionalized at the 5-position by using a Sonogashira Cross-Coupling reaction, leading to highly functionalised triazoles. The regiochemistry of the products was assessed by two-dimensional NMR spectroscopic experiments and X-ray crystallography.
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Sonogashira Cross-Coupling reaction of organotellurium dichlorides with terminal alkynes
Tetrahedron Letters, 2003Co-Authors: Antonio L. Braga, Hélio A. Stefani, Diogo S. Lüdtke, Fabricio Vargas, Ricardo K. Donato, Claudio C. Silveira, Gilson ZeniAbstract:The Sonogashira Cross-Coupling reaction of vinylic and heteroaromatic tellurium dichlorides has been explored, yielding the corresponding enynes and 2-alkynyl substituted heteroaromatic compounds. The reaction was carried out with PdCl2/CuI as catalysts and triethylamine as base, using methanol as solvent. The reaction proceeded under mild conditions and the cross-coupled products were obtained in good yields and in a stereoconservative manner.
Christine I. Schilling - One of the best experts on this subject based on the ideXlab platform.
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Fourfold Suzuki—Miyaura and Sonogashira Cross-Coupling Reactions on Tetrahedral Methane and Adamantane Derivatives.
ChemInform, 2011Co-Authors: Christine I. Schilling, Oliver Plietzsch, Martin Nieger, Thierry Muller, Stefan BraeseAbstract:A systematic study on Suzuki—Miyaura or Sonogashira cross coupling reactions for the synthesis of tectons with tetrahedral methane or adamantane core is presented.
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Fourfold Suzuki–Miyaura and Sonogashira Cross‐Coupling Reactions on Tetrahedral Methane and Adamantane Derivatives
European Journal of Organic Chemistry, 2011Co-Authors: Christine I. Schilling, Oliver Plietzsch, Martin Nieger, Thierry Muller, Stefan BräseAbstract:An efficient way to generate a series of rigid tetrahedral organic building units from common methane and adamantane precursors is presented. Suzuki-Miyaura and Sonogashira Cross-Coupling reactions are used to effectively generate these shape-persistent molecular tectons. Especially the Sonogashira reactions employing the readily available tetrahedral alkynes and commercial iodides and bromides are very effective.
Stanley N. S. Vasconcelos - One of the best experts on this subject based on the ideXlab platform.
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Functionalization of protected tyrosine via Sonogashira reaction: synthesis of 3-(1,2,3-triazolyl)-tyrosine
Molecular Diversity, 2016Co-Authors: Stanley N. S. Vasconcelos, Anwar Shamim, Isadora M. Oliveira, Hélio A. StefaniAbstract:1,2,3-Triazol tyrosines were synthesized from tyrosine alkynes that were in turn prepared via Sonogashira Cross-Coupling reaction. The tyrosine alkynes were subjected to click-chemistry reaction conditions leading to the corresponding 3-(1,2,3-triazolyl)-tyrosines in yields ranging from moderate to good.
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Synthesis of 5‐Organotellanyl‐1H‐1,2,3‐triazoles: Functionalization of the 5‐Position Scaffold by the Sonogashira Cross‐Coupling Reaction
European Journal of Organic Chemistry, 2013Co-Authors: Hélio A. Stefani, Julio Zukerman-schpector, Stanley N. S. Vasconcelos, Flávia Manarin, Daiana M. Leal, Frederico B. Souza, Lucas Sousa Madureira, Marcos N. Eberlin, Marla N. Godoi, Renan GalavernaAbstract:An efficient synthesis of 5-organotellanyl-1H-1,2,3-triazole compounds was accomplished through [3+2] cycloaddition reaction of organic azides and (organotellanyl)alkynes. Additionally, 5-organotellanyl-1H-1,2,3-triazoles were readily functionalized at the 5-position by using a Sonogashira Cross-Coupling reaction, leading to highly functionalised triazoles. The regiochemistry of the products was assessed by two-dimensional NMR spectroscopic experiments and X-ray crystallography.
Utpal Bora - One of the best experts on this subject based on the ideXlab platform.
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An ambient temperature Sonogashira Cross-Coupling protocol using 4-aminobenzoic acid as promoter under copper and amine free conditions
Tetrahedron Letters, 2017Co-Authors: Manashi Sarmah, Utpal BoraAbstract:Abstract A new methodology has been developed based on Pd(OAc) 2 and 4-aminobenzoic acid catalytic system for the Sonogashira Cross-Coupling reaction at ambient temperature under copper and amine free conditions. The newly developed catalytic system is conveniently applicable to the aryl iodides and terminal acetylenes. The catalytic system is much efficient because of the use of easily available and low cost additive.
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A green protocol for ligand, copper and base free Sonogashira Cross-Coupling reaction
Tetrahedron Letters, 2016Co-Authors: Anindita Dewan, Manashi Sarmah, Utpal Bora, Ashim Jyoti ThakurAbstract:Abstract A convenient methodology has been developed for palladium catalyzed Sonogashira Cross-Coupling reaction under mild and green reaction conditions. The reaction is catalyzed by an in situ generated catalytic system based on Pd(OAc)2 and WEB (water extract of banana peels ash) in the absence of any organic or inorganic base, ligand and copper salt with excellent yield of cross coupled product. The reaction condition is compatible with electronically diversified aryl iodides and electronically diversified aryl or aliphatic alkyne. The present method developed for the Sonogashira reaction offers many advantages including high conversion, high economy, the involvement of non-toxic green substrates, etc.
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Urea as mild and efficient additive for palladium catalyzed Sonogashira cross coupling reaction
Tetrahedron Letters, 2016Co-Authors: Manashi Sarmah, Anindita Dewan, Ashim Jyoti Thakur, Utpal BoraAbstract:Abstract A catalytic system based on Pd(OAc) 2 /urea has been developed for Sonogashira cross coupling of aryl halides with terminal alkynes at room temperature. This catalytic system effectively promotes Sonogashira coupling of both aryl iodides and aryl bromides to give polyfunctional alkynes under copper and amine free conditions. The catalytic system is readily accessible, inexpensive and highly flexible for both aromatic and aliphatic alkynes.
Felix Sanchez - One of the best experts on this subject based on the ideXlab platform.
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Catalysis by gold(I) and gold(III): A parallelism between homo- and heterogeneous catalysts for copper-free Sonogashira Cross-Coupling reactions
Angewandte Chemie - International Edition, 2007Co-Authors: Camino González-arellano, Azad Abad, Marta Iglesias, Avelino Corma, Hermenegildo García, Felix SanchezAbstract:(Chemical Equation Presented) Zero, one, or three? The role of Au 0, AuI, and AuIII cations in the heterogeneous gold catalyst Au/CeO2 was investigated with the copper-free Sonogashira Cross-Coupling reaction of iodobenzene and phenyl acetylene (see picture). Reactions carried out under both heterogeneous and homogeneous conditions using distinct Au0, AuI, and AuIII species reveal that AuI is the active species for the Cross-Coupling reaction. � 2007 Wiley-VCH Verlag GmbH & Co. KGaA
