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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 23
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Original Articles

Direct 2-Arylation of Thiophene Using Low Loading of a Phosphine-Free Palladium Catalyst

Souhila Bensaid Institut Sciences Chimiques de Rennes, CNRS-Université de Rennes “Catalyse et Organometalliques,”, Rennes, France
,
Julien Roger Institut Sciences Chimiques de Rennes, CNRS-Université de Rennes “Catalyse et Organometalliques,”, Rennes, France
,
Kassem Beydoun Institut Sciences Chimiques de Rennes, CNRS-Université de Rennes “Catalyse et Organometalliques,”, Rennes, France
,
David Roy Institut Sciences Chimiques de Rennes, CNRS-Université de Rennes “Catalyse et Organometalliques,”, Rennes, France
&
Henri Doucet Institut Sciences Chimiques de Rennes, CNRS-Université de Rennes “Catalyse et Organometalliques,”, Rennes, FranceCorrespondence[email protected]
Pages 3524-3531 | Received 14 Jun 2010, Published online: 04 Aug 2011

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Neslihan Şahin, Goncagül Serdaroğlu, Serpil Demir Düşünceli, Muhammad Navaz Tahir, Cengiz Arıcı & İsmail Özdemir. (2019) Direct arylation of heteroarenes by PEPPSI-type palladium–NHC complexes and representative quantum chemical calculations for the compound which the structure was determined by X-ray crystallography. Journal of Coordination Chemistry 72:19-21, pages 3258-3284.
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Articles from other publishers (20)

Pascal Hauk, Valérie Mazan, Fabrice Gallou & Joanna Wencel-Delord. (2023) Micellar catalysis: a green solution to enable undirected and mild C–H activation of (oligo)thiophenes at the challenging β-position. Chemical Science 14:43, pages 12049-12055.
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Astrid Vogt, Florian Stümpges, Jessi Bajrami, Daniel Baumgarten, Judith Millan, Elena Mena‐Osteritz & Peter Bäuerle. (2023) Tunable Regioselectivity in C−H‐Activated Direct Arylation Reactions of Dithieno[3,2‐ b :2’,3’‐ d ]pyrroles . Chemistry – A European Journal 29:60.
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Zhi-Chun Zheng, Cun Yang, Xin Kuang & Chang-Hua Ding. 2022. Comprehensive Heterocyclic Chemistry IV. Comprehensive Heterocyclic Chemistry IV 519 612 .
Philip Hindenberg, Frank Rominger & Carlos Romero‐Nieto. (2020) En Route Towards the Control of Luminescent, Optically‐Active 3D Architectures. Angewandte Chemie International Edition 60:2, pages 766-773.
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Philip Hindenberg, Frank Rominger & Carlos Romero‐Nieto. (2020) Hin zur Kontrolle lumineszenter, optisch‐aktiver 3D‐Architekturen. Angewandte Chemie 133:2, pages 777-785.
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Mohamed A. Ismail, Wael M. El-Sayed, Saad Shaaban, Ghada A. Abdelwahab & Wafaa S. Hamama. (2020) A Review of Cationic Arylfurans and Their Isosteres: Synthesis and Biological Importance. Current Organic Chemistry 23:24, pages 2751-2782.
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Pintu Maity & Brindaban C. Ranu. (2017) Iodine-Catalyzed Synthesis of Chalcogenophenes by the Reaction of 1,3-Dienyl Bromides and Potassium Selenocyanate/Potassium Sulfide (KSeCN/K 2 S) . Advanced Synthesis & Catalysis 359:24, pages 4369-4378.
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Charline Kieffer, Victor Babin, Marie Jouanne, Ikram Slimani, Yohann Berhault, Rémi Legay, Jana Sopková-de Oliveira Santos, Sylvain Rault & Anne Sophie Voisin-Chiret. (2017) Sequential one pot double C H heteroarylation of thiophene using bromopyridines to synthesize unsymmetrical 2,5-bipyridylthiophenes. Tetrahedron 73:37, pages 5509-5516.
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Alexandre Faurie, Jérémie Grolleau, Frédéric Gohier, Magali Allain, Stéphanie Legoupy & Pierre Frère. (2017) Toward Sustainable Organic Semiconductors from a Broad Palette of Green Reactions. European Journal of Organic Chemistry 2017:19, pages 2707-2714.
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Silvia Tabasso, Emanuela Calcio Gaudino, Laura Rinaldi, Audrey Ledoux, Paolo Larini & Giancarlo Cravotto. (2017) Microwave-assisted, ligand-free, direct C–H arylation of thiophenes in biomass-derived γ-valerolactone. New Journal of Chemistry 41:17, pages 9210-9215.
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Vadla Rajkumar, Naveen & Srinivasarao Arulananda Babu. (2016) Palladium(II)-Promoted Directing Group-Enabled Regioselective C-H Arylation of The C-3 Position of 2- or 3-(Aminoalkyl)-Thiophene and Furfurylamine Derivatives. ChemistrySelect 1:6, pages 1207-1219.
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Rayavarapu Padmavathi, Rathinam Sankar, Bojan Gopalakrishnan, Ramarao Parella & Srinivasarao Arulananda Babu. (2015) Pd(OAc) 2 /AgOAc Catalytic System Based Bidentate Ligand Directed Regiocontrolled C-H Arylation and Alkylation of the C-3 Position of Thiophene- and Furan-2-carboxamides . European Journal of Organic Chemistry 2015:17, pages 3727-3742.
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Ching-Yuan Liu, Hui Chong, Hsing-An Lin, Yoshiro Yamashita, Bin Zhang, Kuo-wei Huang, Daizuke Hashizume & Hsiao-hua Yu. (2015) Palladium-catalyzed direct C–H arylations of dioxythiophenes bearing reactive functional groups: a step-economical approach for functional π-conjugated oligoarenes. Organic & Biomolecular Chemistry 13:31, pages 8505-8511.
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R. Srinivasan, R. Senthil Kumaran & N.S. Nagarajan. (2015) Palladium catalyzed C5-arylation of 2-fused triazole substituted thiophene and furan using aryl iodide through C H activation strategy. Catalysis Communications 58, pages 187-189.
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Daniel S. Rampon, Ludger A. Wessjohann & Paulo H. Schneider. (2014) Palladium-Catalyzed Direct Arylation of Selenophene. The Journal of Organic Chemistry 79:13, pages 5987-5992.
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R. Srinivasan, R. Senthil Kumaran & N. S. Nagarajan. (2014) Pd-catalyzed oxidative C–H arylation of heterocycle embedded thiophene/furan with aryl boronic acid/ester. RSC Adv. 4:88, pages 47697-47700.
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Zhengneng Jin, Jiashou Wu, Chuanfeng Wang, Guoliang Dai, Shiyong Liu, Jianmei Lu & Huajiang Jiang. (2014) Novel fluorescent 1,8-naphthalimide derivatives containing thiophene and pyrazole moieties: Synthesis by direct C–H arylation and evaluation of photophysical and electrochemical properties. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 117, pages 527-534.
Crossref
Jin Zhengneng, Li Najun, Wang Chuanfeng, Jiang Huajiang, Lu Jianmei & Zhou Qizhong. (2013) Synthesis and fluorescence property of some novel 1,8-naphthalimide derivatives containing a thiophene ring at the C-4 position. Dyes and Pigments 96:1, pages 204-210.
Crossref
Souhila Bensaid, Julien Roger, Kassem Beydoun, David Roy & Henri Doucet. (2012) ChemInform Abstract: Direct 2‐Arylation of Thiophene Using Low Loading of a Phosphine‐Free Palladium Catalyst.. ChemInform 43:16.
Crossref
Helena Grennberg, Jonathan S. Foot, Martin G. Banwell & Daniela Sustac Roman. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis 1 35 .

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