Fischer indole reaction in batch and flow employing a sulfonic acid resin: synthesis of pyrido[2,3-a]carbazoles

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dc.contributor.authorBosch, Caroline
dc.contributor.authorLópez-Lledó, Pablo
dc.contributor.authorBonjoch i Sesé, Josep
dc.contributor.authorBradshaw, Ben
dc.contributor.authorNieuwland, Pieter J.
dc.contributor.authorBlanco-Ania, Daniel
dc.contributor.authorRutjes, Floris P. J. T.
dc.date.accessioned2019-02-19T11:20:04Z
dc.date.available2019-02-19T11:20:04Z
dc.date.issued2016-05-31
dc.date.updated2019-02-19T11:20:04Z
dc.description.abstractAn Amberlite IR 120 H-promoted one-pot Fischer indolization from a cis-decahydroquinoline using a range of phenylhydrazines led to compounds with the pyrido[2,3-a]carbazole scaffold. The process may be conducted either in batch mode or in a continuous manner in a flow reactor. The stereochemical course of the Fischer indole reaction changed in going from using free phenylhydrazine to the corresponding hydrochloride in batch conditions, whereas, with the short reaction times in continuous flow, no changes due to isomerization processes were observed. Keywords: Fischer indole synthesis, one-pot synthesis, continuous-flow synthesis, sulfonic acid resin, immobilized reagents, pyrido[2,3-a]carbazoles
dc.format.extent4 p.
dc.format.mimetypeapplication/pdf
dc.identifier.idgrec666640
dc.identifier.issn2062-249X
dc.identifier.urihttps://hdl.handle.net/2445/128411
dc.language.isoeng
dc.relation.isformatofhttps://doi.org/10.1556/1846.2016.00016
dc.relation.ispartofJournal Of Flow Chemistry, 2016, vol. 6, num. 3, p. 240-243
dc.relation.urihttps://doi.org/10.1556/1846.2016.00016
dc.rights, 2016
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess
dc.sourceArticles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
dc.subject.classificationSíntesi en fase sólida
dc.subject.classificationCompostos heterocíclics
dc.subject.classificationÀcids orgànics
dc.subject.classificationSíntesi orgànica
dc.subject.otherSolid-phase synthesis
dc.subject.otherHeterocyclic compounds
dc.subject.otherOrganic acids
dc.subject.otherOrganic synthesis
dc.titleFischer indole reaction in batch and flow employing a sulfonic acid resin: synthesis of pyrido[2,3-a]carbazoles
dc.typeinfo:eu-repo/semantics/article

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