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A sustainable synthesis of asymmetric phenazines and phenoxazinones mediated by CotA-Laccase

2018-02-01Journal article Restricted access
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dc.contributor.authorSousa, Ana Catarina
dc.contributor.authorOliveira, Maria Conceição
dc.contributor.authorMartins, Lígia O.
dc.contributor.authorRobalo, Maria Paula
dc.date.accessioned2018-01-31T11:39:12Z
dc.date.available2018-01-31T11:39:12Z
dc.date.issued2018-02-01
dc.description.abstractAn efficient and sustainable one-step procedure for the synthesis of new asymmetric phenazines and phenoxazinones from commercially available ortho-substituted diamines and ortho-substituted hydroxyamines is reported. In this study we have expanded the substrate scope of CotA-laccase-catalyzed aerobic oxidations through the use of aromatic amines presenting variable functional groups, including N-substitution, contributing to the rational synthesis of different heterocyclic scaffolds. The transformations proceed smoothly through a cascade of oxidative reactions to the benzoquinonediimine intermediates followed by nucleophilic addition, intramolecular cyclization and aromatization, all performed in mild conditions.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationSOUSA, Ana Catarina; [et al] – A sustainable synthesis of asymmetric phenazines and phenoxazinones mediated by CotA-Laccase. Advanced Shyntesis & Catalysis. ISSN 1615-4169. Vol. 360, N.º 3 (2018), pp. 575-583pt_PT
dc.identifier.doi10.1002/adsc.201701228pt_PT
dc.identifier.issn1615-4169
dc.identifier.urihttp://hdl.handle.net/10400.21/7998
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherWileypt_PT
dc.relationFCT - PTDC/BBB-EBB/0122/2014pt_PT
dc.relationProjeto Infraestruturas 022125pt_PT
dc.relationThe IST-UL NMR Network for facilitiespt_PT
dc.subjectBiocatalysispt_PT
dc.subjectHomocoupling reactionspt_PT
dc.subjectLaccasept_PT
dc.subjectNitrogen heterocyclespt_PT
dc.subjectOxidationpt_PT
dc.titleA sustainable synthesis of asymmetric phenazines and phenoxazinones mediated by CotA-Laccasept_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FQUI%2F00100%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/RECI%2FQEQ-QIN%2F0189%2F2012/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FMulti%2F04551%2F2013/PT
oaire.citation.endPage583pt_PT
oaire.citation.startPage575pt_PT
oaire.citation.titleAdvanced Shyntesis & Catalysispt_PT
oaire.citation.volume360
oaire.fundingStream5876
oaire.fundingStream3599-PPCDT
oaire.fundingStream5876
person.familyNameSousa
person.familyNameOliveira
person.familyNameMartins
person.familyNameRobalo
person.givenNameAna Catarina
person.givenNameMaria Conceição
person.givenNameLígia O.
person.givenNameMaria Paula
person.identifier319225
person.identifier.ciencia-idE81E-0596-BF29
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person.identifier.orcid0000-0001-6133-7406
person.identifier.orcid0000-0002-3068-4920
person.identifier.orcid0000-0003-0082-9591
person.identifier.orcid0000-0002-8200-6910
person.identifier.ridU-3597-2017
person.identifier.ridH-8263-2012
person.identifier.ridC-2513-2009
person.identifier.ridB-2002-2012
person.identifier.scopus-author-id35611565300
person.identifier.scopus-author-id7102109314
person.identifier.scopus-author-id9269662100
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsclosedAccesspt_PT
rcaap.typearticlept_PT
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