Studies on the Regioselectivity of the Cyclization of Tryptophanol-Derived Oxazolopiperidone Lactams

dc.contributor.author
Amat Tusón, Mercedes
dc.contributor.author
Llor Brunés, Núria
dc.contributor.author
Subrizi, Fabiana
dc.contributor.author
Pérez Bosch, Maria
dc.contributor.author
Molins i Grau, Elies
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Bosch Cartes, Joan
dc.date.issued
2020-11-04T09:06:16Z
dc.date.issued
2020-11-04T09:06:16Z
dc.date.issued
2013
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2020-11-04T09:06:16Z
dc.identifier
1434-193X
dc.identifier
https://hdl.handle.net/2445/171749
dc.identifier
620578
dc.description.abstract
Cyclization of the lactam carbonyl on the indole ring in tryptophanol-derived oxazolopiperidone lactams 2 and 6, under the classical POCl3-promoted Bischler-Napieralski conditions and under neutral conditions via the corresponding thiolactam, has been studied. Whereas tricyclic lactam 2 only leads to products coming from an α-amidoalkylation process, bicyclic lactam 6 undergoes cyclization on the lactam carbonyl, leading to the expected indolo[2,3-a]quinolizidine derivatives.
dc.format
7 p.
dc.format
application/pdf
dc.language
eng
dc.publisher
Wiley-VCH
dc.relation
Versió postprint del document publicat a: https://doi.org/10.1002/ejoc.200
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European Journal of Organic Chemistry, 2013, p. 1246-1252
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https://doi.org/10.1002/ejoc.200
dc.rights
(c) Wiley-VCH, 2013
dc.rights
info:eu-repo/semantics/openAccess
dc.source
Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
dc.subject
Lactames
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Triptòfan
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Compostos heterocíclics
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Síntesi orgànica
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Lactams
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Tryptophan
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Heterocyclic compounds
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Organic synthesis
dc.title
Studies on the Regioselectivity of the Cyclization of Tryptophanol-Derived Oxazolopiperidone Lactams
dc.type
info:eu-repo/semantics/article
dc.type
info:eu-repo/semantics/acceptedVersion


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