Producción CyT
Artículo
Autoría
Scoccia, Jimena
;
Castro, Maria Julia
;
Faraoni, María Belén
;
BOUZAT, CECILIA BEATRIZ
;
Martín García, Victor Sotero
;
GERBINO, DARIO CESAR
Fecha
2017
Editorial y Lugar de Edición
Pergamon-Elsevier Science Ltd
Revista
TETRAHEDRON,
vol. 73
(pp. 2913-2922)
Pergamon-Elsevier Science Ltd
Resumen
Información suministrada por el agente en
SIGEVA
A novel and efficient synthesis of dibenzo[b,e]oxepin-11(6H)-ones by direct intramolecular ortho-acylation from readily available 2-(phenoxymethyl)benzoic acids was developed. The method takes advantage of a newly developed cooperative system consisting of sustainable FeCl2 and Cl2CHOCH3 as the key components. This methodology is compatible with a wide variety of functional groups in good to excellent yields and high regioselectivity. The synthetic application of new protocol was extended to th...
A novel and efficient synthesis of dibenzo[b,e]oxepin-11(6H)-ones by direct intramolecular ortho-acylation from readily available 2-(phenoxymethyl)benzoic acids was developed. The method takes advantage of a newly developed cooperative system consisting of sustainable FeCl2 and Cl2CHOCH3 as the key components. This methodology is compatible with a wide variety of functional groups in good to excellent yields and high regioselectivity. The synthetic application of new protocol was extended to the synthesis of known tricyclic drug doxepin as well as a small library of oxepin based derivatives. For the first time, the obtained dibenzo[b,e]oxepinone derivatives were evaluated for their biological activities on the free-living nematode Caenorhabditis elegans as an effective and cost-efficient model system for anthelmintic discovery.
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Palabras Clave
DIBENZO[b,e]OXEPIN-11(6H)-ONESDOXEPINSYNTHETIC METHODOLOGYANTHELMINTIC ACTIVITYINTRAMOLECULAR ACYLATIONANTHELMINTIC ACTIVITY
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