Heterocyclization of functionalized vinylic derivatives of imidazo.

Chezal, J M; Moreau, E; Delmas, G; Gueiffier, A; Blache, Y; Grassy, G; Lartigue, C; Chavignon, O; Teulade, J C

Chezal, J M; Moreau, E; Delmas, G; Gueiffier, A; Blache, Y; Grassy, G; Lartigue, C; Chavignon, O; Teulade, J C.

Afiliación

Chezal JM; UMR INSERM 484, Université d'Auvergne, Faculté de Pharmacie, 28 Pl. H. Dunant, B.P. 38, 63001 Clermont-Ferrand CEDEX 1, France.

J Org Chem ; 66(20): 6576-84, 2001 Oct 05.

Article en En | MEDLINE | ID: mdl-11578207

RESUMEN

Heterocyclization of functionalized vinylic derivatives of imidazo[1,2-a]pyridines was explored experimentally and theoretically using semiempirical AM1 and ab initio methods. A range of functionalized vinylic derivatives (azido, amino, and carbodiimide groups) were prepared for conversion into pyrroloazaindoles 19-22, imidazo[1,x]-, (x = 5, 6, 7, 8), [2,6]-, and [2,7]naphthyridines 28-30, 35-38 by thermal reaction. In the case of vinylic groups in the 5 position, peri annulation also was observed. The experimental and theoretical data are compared and discussed.

Asunto(s)

Compuestos Heterocíclicos/síntesis química; Piridinas/síntesis química; Animales; Antineoplásicos/síntesis química; Antivirales/síntesis química; Humanos; Modelos Moleculares; Enfermedades Neurodegenerativas/tratamiento farmacológico

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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Piridinas / Compuestos Heterocíclicos Límite: Animals / Humans Idioma: En Revista: J Org Chem Año: 2001 Tipo del documento: Article País de afiliación: Francia Pais de publicación: Estados Unidos

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