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

dc.contributor.author
Bosch, Caroline
dc.contributor.author
López-Lledó, Pablo
dc.contributor.author
Bonjoch i Sesé, Josep
dc.contributor.author
Bradshaw, Ben
dc.contributor.author
Nieuwland, Pieter J.
dc.contributor.author
Blanco-Ania, Daniel
dc.contributor.author
Rutjes, Floris P. J. T.
dc.date.issued
2019-02-19T11:20:04Z
dc.date.issued
2019-02-19T11:20:04Z
dc.date.issued
2016-05-31
dc.date.issued
2019-02-19T11:20:04Z
dc.identifier
2062-249X
dc.identifier
https://hdl.handle.net/2445/128411
dc.identifier
666640
dc.description.abstract
An 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
4 p.
dc.format
application/pdf
dc.format
application/pdf
dc.language
eng
dc.relation
https://doi.org/10.1556/1846.2016.00016
dc.relation
Journal Of Flow Chemistry, 2016, vol. 6, num. 3, p. 240-243
dc.relation
https://doi.org/10.1556/1846.2016.00016
dc.rights
, 2016
dc.rights
info:eu-repo/semantics/openAccess
dc.source
Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
dc.subject
Síntesi en fase sólida
dc.subject
Compostos heterocíclics
dc.subject
Àcids orgànics
dc.subject
Síntesi orgànica
dc.subject
Solid-phase synthesis
dc.subject
Heterocyclic compounds
dc.subject
Organic acids
dc.subject
Organic synthesis
dc.title
Fischer indole reaction in batch and flow employing a sulfonic acid resin: synthesis of pyrido[2,3-a]carbazoles
dc.type
info:eu-repo/semantics/article


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