Title: Synthesis of 2‐Arylacrylates from Pyruvate by Tosylhydrazide‐Promoted Pd‐Catalyzed Coupling with Aryl Halides
Abstract: Chemistry – A European JournalVolume 16, Issue 43 p. 12801-12803 Communication Synthesis of 2-Arylacrylates from Pyruvate by Tosylhydrazide-Promoted Pd-Catalyzed Coupling with Aryl Halides Prof. José Barluenga, Prof. José Barluenga [email protected] Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo, c/Julián Clavería 8. Oviedo 33006 (Spain), Fax: (+34) 985103450Search for more papers by this authorMaría Tomás-Gamasa, María Tomás-Gamasa Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo, c/Julián Clavería 8. Oviedo 33006 (Spain), Fax: (+34) 985103450Search for more papers by this authorProf. Fernando Aznar, Prof. Fernando Aznar Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo, c/Julián Clavería 8. Oviedo 33006 (Spain), Fax: (+34) 985103450Search for more papers by this authorDr. Carlos Valdés, Dr. Carlos Valdés [email protected] Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo, c/Julián Clavería 8. Oviedo 33006 (Spain), Fax: (+34) 985103450Search for more papers by this author Prof. José Barluenga, Prof. José Barluenga [email protected] Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo, c/Julián Clavería 8. Oviedo 33006 (Spain), Fax: (+34) 985103450Search for more papers by this authorMaría Tomás-Gamasa, María Tomás-Gamasa Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo, c/Julián Clavería 8. Oviedo 33006 (Spain), Fax: (+34) 985103450Search for more papers by this authorProf. Fernando Aznar, Prof. Fernando Aznar Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo, c/Julián Clavería 8. Oviedo 33006 (Spain), Fax: (+34) 985103450Search for more papers by this authorDr. Carlos Valdés, Dr. Carlos Valdés [email protected] Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo, c/Julián Clavería 8. Oviedo 33006 (Spain), Fax: (+34) 985103450Search for more papers by this author First published: 13 October 2010 https://doi.org/10.1002/chem.201002425Citations: 59Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat Graphical Abstract Important synthetic intermediates and direct precursors of the prophen class of anti-inflammatory agents, 2-arylacrylates are prepared in one step from ethyl pyruvate by employing the recently developed Pd-catalyzed cross-coupling between tosylhydrazones and aryl halides. Moreover, substituted 2-oxoesters afford tri- and tetrasubstituted functionalized alkenes. Supporting Information Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Filename Description chem_201002425_sm_miscellaneous_information.pdf1.4 MB miscellaneous_information Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. References 1 1aJ. Barluenga, P. Moriel, C. Valdés, F. Aznar, Angew. Chem. 2007, 119, 5683; Angew. Chem. Int. Ed. 2007, 46, 5587; 1bJ. Barluenga, M. Tomás-Gamasa, P. Moriel, F. Aznar, C. Valdés, Chem. Eur. J. 2008, 14, 4792; 1cJ. Barluenga, M. Escribano, P. Moriel, F. Aznar, C. Valdés, Chem. Eur. J. 2009, 15, 13291; 1dJ. Barluenga, M. Escribano, F. Aznar, C. Valdés, Angew. Chem. 2010, 122, 7008; Angew. Chem. Int. Ed. 2010, 49, 6856. 2 2aX. Xiao, J. Ma, Y. Yang, Y. Zhang, J. Wang, Org. Lett. 2009, 11, 4732; 2bX. Zhao, J. Jing, K. Lu, Y. Zhang, J. Wang, Chem. Commun. 2010, 46, 1724; 2cZ. Zhang, Y. Liu, M. Gong, X. Zhao, Y. Zhang, J. Wang, Angew. Chem. 2010, 122, 1157; Angew. Chem. Int. Ed. 2010, 49, 1139; 2dB. Tréguier, A. Hamze, O. Provot, J.-D. Brion, M. Alami, Tetrahedron Lett. 2009, 50, 6549. 3 3aT. Ohta, M. Takaya, M. Kitamura, K. Nagai, R. Noyori, J. Org. 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Publication Year: 2010
Publication Date: 2010-10-13
Language: en
Type: article
Indexed In: ['crossref', 'pubmed']
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Cited By Count: 61
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