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

AuthorsMorales, Paula ; Azofra, Luis Miguel; Cumella, José; Hernández-Folgado, Laura ; Roldán, María; Alkorta, Ibon ; Jagerovic, Nadine
DFT calculation
Friedel-Crafts reactions
Issue Date2013
PublisherArkat USA
CitationArkivoc 2014: 319- 332 (2013)
AbstractThe 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. © ARKAT-USA, Inc.
Identifiersdoi: 10.3998/ark.5550190.p008.246
issn: 1551-7012
e-issn: 1551-7012
Appears in Collections:(IQM) Artículos
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