Síntese de novos Tetrazóis contendo Selênio ou Telúrio a partir de Calcogeno Alquilnitrilas.

Abstract

This dissertation initially describes the synthesis of a series of arylseleno and aryltelluro alkylnitriles. This compounds were obtained by the substitution reaction of chloro alkylnitriles 1a-e with arylselenolate or aryltellurolate anions, generated in situ by reaction between diaryl diselenides or diphenyl ditelluride with NaBH4 in THF/EtOH. The reaction proceeds at room temperature, providing the arylchalcogeno alkylnitriles 2a-m in good yields, ranging from 73-99%. In a subsequent step, the cycloaddition reactions between the arylchalcogenoalkylnitriles 2a-m with sodium azide are described. The reaction proceeds in refluxing water and with the use of zinc salts as a catalyst, generating the arylseleno and aryltelluroalkyl-1H-tetrazoles 3a-m in 24 hours and with satisfactory yields. This methodology was effective for the synthesis of new tetrazoles containing selenium or tellurium in its structure.