Estudio de la síntesis de nuevos bencimidazoles N-sustituidos con posible actividad antifúngica

Abstract

The increase in animal and plant diseases caused by fungi is a topical issue. Among the compounds of more use to eliminate these organisms are derivatives of azoles, because they generate resistance mechanism is continued in the search for new structural analogs. Therefore, in this work a new synthetic route to substituted benzimidazoles N-structurally related to Ketoconazole, which follow this sequence: formation of 5-hydroxymethylene-1,3-dioxolane and glycerine and ketones ciclohexilidengliceraldehyde from its conversion to 5-yodometilen-1,3-dioxolane and 2- (iodomethyl) 1,4-dioxaspiro [4.5] decane, and subsequent use as alkylating agents iodinederivatives NH-benzimidazoles. Note that the use of glycerin in the synthesis pathway of potential antifungal allowed to study another field of consumption of this subproduct, obtained in the excessively preparation of biodiesel, which allows the industrial development of such substances efficiently. The synthetic sequence proposed in this paper was completely implemented to obtain 1- (1,3-dioxolan-4-methylene) -2-methylbenzimidazole and 1 - ((1,4-dioxaspiro [4.5] decan-2-yl) methyl) -2-methyl-5- (trifluoromethyl) benzimidazole, however, reaction conditions must be optimized in order to obtain the final products efficiently. Eight compounds were obtained in this work by implementing new methods for their preparation and so far no reports have been found about two of these, so we can infer that are new structures.