Preparation of 2,2-dimethylchroman-4-ones from 5-alkyl-substituted resorcinols: microwave-assisted synthesis and theoretical calculations

Título:	Preparation of 2,2-dimethylchroman-4-ones from 5-alkyl-substituted resorcinols: microwave-assisted synthesis and theoretical calculations
Autores/as:	Morales, Paula Azofra Mesa, Luis Miguel Cumella, José Hernandez-Folgado, Laura Roldán, María Alkorta, Ibon Jagerovic, Nadine
Coordinadores/as, Directores/as o Editores/as:	Iglesias-Arteaga, Martin A.
Clasificación UNESCO:	2307 Química física
Palabras clave:	Chromanone DFT calculation Friedel-Crafts reactions Cannabinoids
Fecha de publicación:	2014
Publicación seriada:	Arkivoc
Resumen:	The influence of different 5-alkyl-substituted resorcinols on the formation of 2,2-dimethylchroman-4-ones is examined experimentally and theoretically. Structures are fully assigned by means of experimental and theoretical 13C and 1H NMR chemical shifts. Based on experimental and theoretical calculations of Friedel-Crafts acylation, it is possible to explain the formation of 2,2-dimethyl-5-hydroxychroman-4-ones and/or 2,2-dimethyl-7-hydroxychroman-4-ones. Evaluation of their biological activity as cannabinoid receptor ligands is also reported.
URI:	http://hdl.handle.net/10553/75103
ISSN:	1551-7012
DOI:	10.3998/ark.5550190.p008.246
Fuente:	Arkivoc [ISSN 1551-7012], v. 2, p. 319-332
Colección:	Artículos

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