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Please use this identifier to cite or link to this item: http://hdl.handle.net/1843/76459
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dc.creatorPaula Aline da Silva Abranchespt_BR
dc.creatorWalysson Ferreira de Paivapt_BR
dc.creatorÂngelo de Fátimapt_BR
dc.creatorFelipe Terra Martinspt_BR
dc.creatorSergio Antonio Fernandespt_BR
dc.date.accessioned2024-09-13T18:31:08Z-
dc.date.available2024-09-13T18:31:08Z-
dc.date.issued2018-
dc.citation.volume83pt_BR
dc.citation.issue4pt_BR
dc.citation.spage1761pt_BR
dc.citation.epage1771pt_BR
dc.identifier.doihttps://doi.org/10.1021/acs.joc.7b02532pt_BR
dc.identifier.issn0022-3263pt_BR
dc.identifier.urihttp://hdl.handle.net/1843/76459-
dc.description.resumoA new one-pot cascade reaction-based application of Povarov reactions with a p-sulfonic acid calix[4]arene catalyst for the synthesis of a series of 34 julolidine derivatives with substituents at C8 or C9 in good to excellent yields is reported. These microwave-assisted reactions proceeded efficiently, had short reaction times, were metal-free, were low cost, and used an inexpensive, easily available and nontoxic catalyst. These advantages, along with a simple workup procedure, make this protocol a very efficient and green alternative to the traditional methods for constructing these types of N-heterocyclic skeletons. In addition, this protocol allows the formation of julolidine structures, which requires the construction of four new C–C bonds and two C–N bonds. A mechanism for the Povarov reaction involving a stepwise sequence via ionic intermediates was proposed and validated.pt_BR
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológicopt_BR
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Geraispt_BR
dc.description.sponsorshipCAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superiorpt_BR
dc.description.sponsorshipOutra Agênciapt_BR
dc.languageengpt_BR
dc.publisherUniversidade Federal de Minas Geraispt_BR
dc.publisher.countryBrasilpt_BR
dc.publisher.departmentICX - DEPARTAMENTO DE QUÍMICApt_BR
dc.publisher.initialsUFMGpt_BR
dc.relation.ispartofThe Journal of Organic Chemistrypt_BR
dc.rightsAcesso Restritopt_BR
dc.subjectPovarov reactionpt_BR
dc.subjectCalixarenespt_BR
dc.subjectOrganocatalystpt_BR
dc.subjectJulolidinept_BR
dc.subject.otherCalixarenospt_BR
dc.subject.otherCompostos heterocíclicospt_BR
dc.subject.otherAldeídospt_BR
dc.subject.otherCatalisadorespt_BR
dc.subject.otherReações químicaspt_BR
dc.subject.otherIonspt_BR
dc.subject.otherReações de substituiçãopt_BR
dc.titleA calix[n]arene-catalysed three-component povarov reaction: microwave-assisted synthesis of julolidines and mechanistic insightspt_BR
dc.typeArtigo de Periódicopt_BR
dc.url.externahttps://pubs.acs.org/doi/10.1021/acs.joc.7b02532?src=getftr#pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-8663-157Xpt_BR
dc.identifier.orcidhttps://orcid.org/0000-0003-3476-5477pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0003-2344-5590pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0001-9004-0927pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0003-3054-3316pt_BR
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