Using experimental and computational approaches to probe an unusual carbon-carbon bond cleavage observed in the synthesis of benzimidazole N-oxides

Fabrizio Politano; Arturo León Sandoval; Jorge G Uranga; Elba I Buján; Nicholas E Leadbeater

doi:10.1039/d0ob01797c

Using experimental and computational approaches to probe an unusual carbon-carbon bond cleavage observed in the synthesis of benzimidazole N-oxides

Org Biomol Chem. 2021 Jan 6;19(1):208-215. doi: 10.1039/d0ob01797c.

Authors

Fabrizio Politano¹, Arturo León Sandoval, Jorge G Uranga, Elba I Buján, Nicholas E Leadbeater

Affiliation

¹ Department of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, Connecticut 06269, USA. nicholas.leadbeater@uconn.edu.

PMID: 33179700
DOI: 10.1039/d0ob01797c

Abstract

Experimental and computational studies have been performed in order to investigate an unusual carbon-carbon bond cleavage that occurs in the preparation of certain benzimidazole N-oxides from anilines. The key factor determining the outcome of the reaction was found to be the substituents on the amine functionality of the aniline.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.