Producción CyT

ACS Fall 2021 - One-pot two-step synthesis of 2-substituted benzimidazole N-oxides and sustainability assessment using green chemistry metrics

Congreso

Autoría:

POLITANO, FABRIZIO ; Gran-Magano, Ana K. ; Leadbeater, Nicholas E.

Fecha:

2021

Editorial y Lugar de Edición:

ACS

Resumen *

A methodology for the preparation of 2-substituted-benzimidazole-3-oxides will be presented. This heterocycle motif has shown biological activity against some neglected tropical diseases (NTDs) and, as such, is a sought-after class of compounds. Using a one-pot two-step protocol, we have generated a library of more than 45 new compounds. Reactions are performed using microwave heating as a tool. Using this technology it is possible to heat reaction mixtures quickly, efficiently, and safely. Our approach offers a more sustainable alternative to that of previously reported routes; only water and ethanol being used as solvents. We have also developed a streamlined work-up process, allowing for facile isolation of the products without the need for liquid-liquid extraction or column chromatography. We have evaluated the methodology from a green chemistry perspective by means of different sustainability metrics, such as E-factor, CHEM21, EcoScale, Dozn, and Green Star. The results confirm an improvement in sustainability compared with previously reported methodologies to prepare similar compounds. Información suministrada por el agente en SIGEVA

Palabras Clave

SYNTHESISBENZIMIDAZOLESGREEN CHEMISTRYGREEN METRICS