One-pot, three-component, iron-catalyzed synthesis of benzimidazolesviadomino C–N bond formation

Abstract

A one-pot multicomponent procedure for the efficient synthesis of benzimidazole derivatives via coupling of benzo-1,2-quinone, aldehydes, and ammonium acetate using an Fe(iii)-porphyrin catalyst system is presented.

Synthesis of Substituted Benzimidazoles and Benzoxazoles by Iron‐catalysed Reductive Carbonylation of Aryl Iodides

“…Recent literature has emphasized multi‐component reaction pathways for synthesizing benzimidazoles and benzoxazoles, aiming to streamline synthetic procedures and reduce costs. For instance, Fe(III)‐porphyrin has facilitated the utilization of precursors such as benzo‐1,2‐quinones, aryl aldehydes, and ammonium acetate in benzimidazole synthesis [8] . Likewise, palladium‐mediated reactions involving metal carbonyls, aryl halides, and o‐diaminobenzenes have enabled in situ aldehyde formation to produce the desired products [9] .…”

“…For instance, Fe(III)-porphyrin has facilitated the utilization of precursors such as benzo-1,2-quinones, aryl aldehydes, and ammonium acetate in benzimidazole synthesis. [8] Likewise, palladium-mediated reactions involving metal carbonyls, aryl halides, and o-diaminobenzenes have enabled in situ aldehyde formation to produce the desired products. [9] A novel approach utilizing carbon monoxide, aryl halides, o-diaminobenzenes, and manganese (Mn) metal catalyst has also been reported for benzimidazole synthesis.…”