RESUMEN

Methodology to prepare 8-amido-2-amino-1,2,3,4-tetrahydro-2-dibenzofurans, analogues with a fluorine substituent incorporated in the 6-, 7-, and 9-positions, and a difluorinated analogue with fluorines in the 6- and 9-positions is described. The tetrahydrodibenzofuran ring systems are prepared by acid-catalyzed [3,3]-sigmatropic rearrangement of O-aryloximes. Regioselective reactions to prepare the requisite O-aryloxime intermediates from commercially available fluorobenzene derivatives are discussed.

Asunto(s)

Técnicas Químicas Combinatorias , Furanos/síntesis química , Hidrocarburos Fluorados/síntesis química , Oximas/química , Carbazoles/química , Catálisis , Cromatografía Líquida de Alta Presión , Fluorobencenos/química , Espectroscopía de Resonancia Magnética , Estructura Molecular , Serotonina/química , Estereoisomerismo , Relación Estructura-Actividad