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One-Pot Selective Catalytic Synthesis of Pyrrolidone Derivatives from Ethyl Levulinate and Nitro Compounds

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One-Pot Selective Catalytic Synthesis of Pyrrolidone Derivatives from Ethyl Levulinate and Nitro Compounds

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dc.contributor.author Vidal, Juan D es_ES
dc.contributor.author Climent Olmedo, María José es_ES
dc.contributor.author Corma Canós, Avelino es_ES
dc.contributor.author Concepción Heydorn, Patricia es_ES
dc.contributor.author Iborra Chornet, Sara es_ES
dc.date.accessioned 2018-10-31T11:34:10Z
dc.date.available 2018-10-31T11:34:10Z
dc.date.issued 2017 es_ES
dc.identifier.issn 1864-5631 es_ES
dc.identifier.uri http://hdl.handle.net/10251/111644
dc.description This is the peer reviewed version of the following article: Vidal, Juan D, Climent Olmedo, María José, Corma Canós, Avelino, Concepción Heydorn, Patricia, Iborra Chornet, Sara. (2017). One-Pot Selective Catalytic Synthesis of Pyrrolidone Derivatives from Ethyl Levulinate and Nitro Compounds .ChemSusChem, 10, 1, 119-128, which has been published in final form at http://doi.org/10.1002/cssc.201601333. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
dc.description.abstract [EN] N-substituted 5-methyl-2-pyrrolidones were prepared in a one-pot process starting from ethyl levulinate and nitro compounds in the presence of a nanosized Pt-based catalyst. Pt supported on TiO2 nanotubes (Pt/TiO2-NT) catalyzed the synthesis of N-substituted 5-methyl-2-pyrrolidones through a cascade process involving the reduction of nitro compounds, formation of the intermediary imine, hydrogenation, and subsequent cyclization. A bifunctional metal acid system was a suitable catalyst for the process. Pt supported on TiO2 showed lower catalytic activity than Pt/TiO2-NT owing to the strong adsorption of nitro compounds during the first reaction step that poisoned the acidic sites and strongly decreased the rate of amination and cyclization. However, Pt/TiO2-NT with milder acid sites was less affected by the adsorption of nitro compounds and the full cascade process could proceed. The results indicate that the prepared Pt/TiO2-NT is a chemoselective and reusable catalyst that can be applied to the synthesis of a variety of N-substituted 5-methyl-2-pyrrolidones starting from nitro compounds with excellent yields in absence of an additional organic solvent under mild reaction conditions. es_ES
dc.description.sponsorship Financial support by Consolider-Ingenio 2010 (Project Multicat), Spanish MICINN Project (CTQ-2015-67592-P), Generalitat Valenciana (Prometeo Program) and Program Severo Ochoa is gratefully acknowledged.
dc.language Inglés es_ES
dc.publisher John Wiley & Sons es_ES
dc.relation.ispartof ChemSusChem es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Ethyl levulinate es_ES
dc.subject Nitro compounds es_ES
dc.subject Platinum es_ES
dc.subject Pyrrolidones es_ES
dc.subject Reductive amination es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.subject.classification QUIMICA ANALITICA es_ES
dc.title One-Pot Selective Catalytic Synthesis of Pyrrolidone Derivatives from Ethyl Levulinate and Nitro Compounds es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1002/cssc.201601333 es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//SEV-2012-0267/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//CTQ2015-67592-P/ES/VALORIZACION DE COMPUESTO OXIGENADOS PRESENTES EN FRACCIONES ACUOSAS DERIVADAS DE BIOMASA EN COMBUSTIBLES Y PRODUCTOS QUIMICOS/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/GVA//PROMETEOII%2F2013%2F011/ES/Catalizadores moleculares y supramoleculares altamente selectivos, estables y energéticamente eficientes en reacciones químicas (PROMETEO)/ es_ES
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.description.bibliographicCitation Vidal, JD.; Climent Olmedo, MJ.; Corma Canós, A.; Concepción Heydorn, P.; Iborra Chornet, S. (2017). One-Pot Selective Catalytic Synthesis of Pyrrolidone Derivatives from Ethyl Levulinate and Nitro Compounds. ChemSusChem. 10(1):119-128. https://doi.org/10.1002/cssc.201601333 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion http://doi.org/10.1002/cssc.201601333 es_ES
dc.description.upvformatpinicio 119 es_ES
dc.description.upvformatpfin 128 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 10 es_ES
dc.description.issue 1 es_ES
dc.identifier.pmid 27860418
dc.relation.pasarela S\337093 es_ES
dc.contributor.funder Generalitat Valenciana es_ES
dc.contributor.funder Ministerio de Economía y Competitividad es_ES
dc.contributor.funder Ministerio de Economía, Industria y Competitividad es_ES
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