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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 14
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Original Articles

Solvent‐Free, Palladium‐Catalyzed Suzuki–Miyaura Cross‐Couplings of Aryl Chlorides with Arylboronic Acids

Jin‐Heng Li Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha, ChinaCorrespondence[email protected]
,
Chen‐Liang Deng Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha, China
&
Ye‐Xiang Xie Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha, China
Pages 2433-2448 | Received 26 Oct 2006, Published online: 11 Jul 2007

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Jairus L. Lamola, Paseka T. Moshapo, Cedric W. Holzapfel & Munaka Christopher Maumela. (2022) Designing biaryl phosphacyclic ligands: their characterization and evaluation in palladium-catalyzed Suzuki-Miyaura reactions of aryl bromides and chlorides. Phosphorus, Sulfur, and Silicon and the Related Elements 197:5-6, pages 587-592.
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Xinmin Li, Hang Zhang, Qinghong Hu, Bo Jiang & Yuan Zeli. (2018) A simple and mild Suzuki reaction protocol using triethylamine as base and solvent. Synthetic Communications 48:24, pages 3123-3132.
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Alberto Reyes-Deloso, José Guillermo Penieres-Carrillo, Hulme Ríos-Guerra, Selene Lagunas-Rivera, Emir A. Galván-García, Rodolfo Gómez-Balderas & Fernando Ortega-Jiménez. (2023) Palladium-Catalyzed Suzuki−Miyaura cross-coupling reactions employing hydrazone-thioether ligands in aqueous media under IR-irradiation. Journal of Molecular Structure 1294, pages 136562.
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Puneet Singh Gahlaut, Deepak Gautam, Prem Lama & Barun Jana. (2023) Unusual coordination of a 1,2,3-triazolyl-pyridine ligand in a Pd( ii ) complex: application in the Suzuki–Miyaura coupling reaction . New Journal of Chemistry 47:14, pages 6871-6879.
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Chen-Jie Li, Jie Zhang, Zi-Long Huang, Yu-Xing Gao, Li-Yi Ye, Ying-Wu Yin & Song Tu. (2023) Synthesis and Photovoltaic Properties of Simple Fluorene-Based Triphenylamine Metal-Free Organic Sensitizers for Dye-Sensitized Solar Cells. Russian Journal of Organic Chemistry 59:2, pages 312-323.
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Pritam Saha. (2023) Microwave Irradiated, Sodium Aluminate Supported and Zinc Catalyzed Suzuki-Miyaura Cross-Coupling Reaction on Fused Tricyclic Oxa-Aza-Quinolone: A Green Protocol. Applied Mechanics and Materials 911, pages 3-10.
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Jairus L. Lamola, Paseka T. Moshapo, Cedric W. Holzapfel & Munaka Christopher Maumela. (2021) Evaluation of P-bridged biaryl phosphine ligands in palladium-catalysed Suzuki–Miyaura cross-coupling reactions. RSC Advances 11:43, pages 26883-26891.
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Raju Kumar Borah, Hirak Jyoti Saikia, Abhijit Mahanta, Vijay Kumar Das, Utpal Bora & Ashim Jyoti Thakur. (2015) Biosynthesis of poly(ethylene glycol)-supported palladium nanoparticles using Colocasia esculenta leaf extract and their catalytic activity for Suzuki–Miyaura cross-coupling reactions. RSC Advances 5:89, pages 72453-72457.
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Emma Bratt, Oscar Verho, Magnus J Johansson & Jan-Erling Bäckvall. (2014) A General Suzuki Cross-Coupling Reaction of Heteroaromatics Catalyzed by Nanopalladium on Amino-Functionalized Siliceous Mesocellular Foam. The Journal of Organic Chemistry 79:9, pages 3946-3954.
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Pauline Petiot & Alexandre Gagnon. (2013) Palladium-Catalyzed Cross-Coupling Reaction of Functionalized Aryl- and Hetero­arylbismuthanes with 2-Halo(or 2-Triflyl)­azines and -diazines. European Journal of Organic Chemistry 2013:24, pages 5282-5289.
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Krishnendu B. Sahu, Arindam Maity, Shyamal Mondal, Rupankar Paira, Pritam Saha, Subhendu Naskar, Abhijit Hazra, Sukdeb Banerjee & Nirup B. Mondal. (2013) Basic Alumina-Supported Synthesis of Aryl-Heteroarylmethanes via Palladium Catalyzed Cross-Coupling under Microwave Irradiation . Journal of Heterocyclic Chemistry 50:S1, pages E148-E155.
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Anthony Chartoire, Arnaud Boreux, Anthony R. Martin & Steven P. Nolan. (2013) Solvent-free aryl amination catalysed by [Pd(NHC)] complexes. RSC Advances 3:12, pages 3840.
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Xiu‐Hua Xu, Ayaka Azuma, Akihiro Kusuda, Etsuko Tokunaga & Norio Shibata. (2012) Suzuki–Miyaura Cross‐Coupling Reactions in a Solkane365/227/Ethanol Blend at Ambient Temperature. European Journal of Organic Chemistry 2012:8, pages 1504-1508.
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Valérie Declerck, Evelina Colacino, Xavier Bantreil, Jean Martinez & Frédéric Lamaty. (2012) Poly(ethylene glycol) as reaction medium for mild Mizoroki–Heck reaction in a ball-mill. Chemical Communications 48:96, pages 11778.
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Kyoko Mandai, Toshinobu Korenaga, Tadashi Ema, Takashi Sakai, Mitsuaki Furutani, Hideki Hashimoto & Jun Takada. (2012) Biogenous iron oxide-immobilized palladium catalyst for the solvent-free Suzuki–Miyaura coupling reaction. Tetrahedron Letters 53:3, pages 329-332.
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Olivier Songis, Jiří Míšek, Markus B. Schmid, Adrian Kollárovič, Irena G. Stará, David Šaman, Ivana Císařová & Ivo Starý. (2010) A Versatile Synthesis of Functionalized Pentahelicenes. The Journal of Organic Chemistry 75:20, pages 6889-6899.
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Marta Córdoba, Rafael R. Castillo, M. Luisa Izquierdo & Julio Alvarez-Builla. (2010) Pd-catalyzed reactions on pyridinium N-heteroarylaminides. Step-by-step synthesis of 3,5-unsymmetrically disubstituted 2-aminopyridines. Tetrahedron 66:14, pages 2624-2632.
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Yoshiaki Kitamura, Satoko Sako, Azusa Tsutsui, Yasunari Monguchi, Tomohiro Maegawa, Yukio Kitade & Hironao Sajiki. (2010) Ligand-Free and Heterogeneous Palladium on Carbon-Catalyzed Hetero-Suzuki-Miyaura Cross-Coupling. Advanced Synthesis & Catalysis 352:4, pages 718-730.
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Ayhan S. Demir, Hamide Findik, Nezire Saygili & N. Tuna Subasi. (2010) Manganese(III) acetate-mediated synthesis of biaryls under microwave irradiation. Tetrahedron 66:6, pages 1308-1312.
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Ehsan Ullah, James McNulty & Al Robertson. (2009) A novel P,O-type phosphorinane ligand for the Suzuki–Miyaura cross-coupling of aryl chlorides. Tetrahedron Letters 50:40, pages 5599-5601.
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Cédric Schneider, David Gueyrard, Benoît Joseph & Peter G. Goekjian. (2009) Chemoselective functionalization of α-carbolines at the C-2, C-3, C-4, and C-6 positions using Suzuki–Miyaura reactions. Tetrahedron 65:27, pages 5427-5437.
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Liming TAO, Yexiang XIE, Chenliang DENG & Jinheng LI. (2009) Generation of Pd Nanoparticles in situ from PdCl 2 in TBAF: An Efficient and Reusable Catalytic System for the Suzuki‐Miyaura Reaction under Ligand‐ and Solvent‐free Conditions . Chinese Journal of Chemistry 27:7, pages 1365-1373.
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Gary A. Molander, Belgin Canturk & Lauren E. Kennedy. (2008) Scope of the Suzuki−Miyaura Cross-Coupling Reactions of Potassium Heteroaryltrifluoroborates. The Journal of Organic Chemistry 74:3, pages 973-980.
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Adam Littke. 2009. Modern Arylation Methods. Modern Arylation Methods 25 67 .
Pritam Saha, Subhendu Naskar, Priyankar Paira, Abhijit Hazra, Krishnendu B. Sahu, Rupankar Paira, Sukdeb Banerjee & Nirup B. Mondal. (2009) Basic alumina-supported highly effective Suzuki–Miyaura cross-coupling reaction under microwave irradiation: application to fused tricyclic oxa-aza-quinolones. Green Chemistry 11:7, pages 931.
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Jin‐Heng Li, Chen‐Liang Deng & Ye‐Xiang Xie. (2007) ChemInform Abstract: Solvent‐Free, Palladium‐Catalyzed Suzuki—Miyaura Cross‐Couplings of Aryl Chlorides with Arylboronic Acids.. ChemInform 39:1.
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