Please use this identifier to cite or link to this item: http://hdl.handle.net/2445/128365
Title: Synthesis of Normorphans through an Efficient Intramolecular Carbamoylation of Ketones
Author: Diaba, Faïza
Montiel Achong, Juan Andrés
Serban, Georgeta
Bonjoch i Sesé, Josep
Keywords: Cetones
Amines
Síntesi orgànica
Reaccions químiques
Ketones
Amines
Organic synthesis
Chemical reactions
Issue Date: 21-Jan-2015
Publisher: American Chemical Society
Abstract: An unexpected C-C bond cleavage was observed in trichloroacetamide-tethered ketones under amine treatment and exploited to develop a new synthesis of normophans from 4-amidocyclohexanones. The reaction involves an unprecedented intramolecular haloform-type reaction of trichloroacetamides promoted by enamines (generated in situ from ketones) as counter-reagents. The methodology was applied to the synthesis of compounds embodying the 6-azabicyclo[3.2.1]octane framework.
Note: Versió postprint del document publicat a: https://doi.org/10.1021/acs.orglett.5b01832
It is part of: Organic Letters, 2015, vol. 2015, num. 17, p. 3860-3863
URI: http://hdl.handle.net/2445/128365
Related resource: https://doi.org/10.1021/acs.orglett.5b01832
ISSN: 1523-7060
Appears in Collections:Articles publicats en revistes (Institut de Biomedicina (IBUB))
Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

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