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Title: Studies on the Regioselectivity of the Cyclization of Tryptophanol-Derived Oxazolopiperidone Lactams
Author: Amat Tusón, Mercedes
Llor Brunés, Núria
Subrizi, Fabiana
Pérez Bosch, Maria
Molins i Grau, Elies
Bosch Cartes, Joan
Keywords: Lactames
Compostos heterocíclics
Síntesi orgànica
Heterocyclic compounds
Organic synthesis
Issue Date: 2013
Publisher: Wiley-VCH
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.
Note: Versió postprint del document publicat a:
It is part of: European Journal of Organic Chemistry, 2013, p. 1246-1252
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ISSN: 1434-193X
Appears in Collections:Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

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