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Accessing Benzimidazoles via a Ring Distortion Strategy: An Oxone Mediated Tandem Reaction of 2-Aminobenzylamines. | LitMetric

Accessing Benzimidazoles via a Ring Distortion Strategy: An Oxone Mediated Tandem Reaction of 2-Aminobenzylamines.

Org Lett

Department of Chemistry, School of Natural Sciences, Shiv Nadar University, Chithera, Dadri, Gautam Buddha Nagar, UP 201314, India.

Published: July 2016

AI Article Synopsis

  • The study presents a unique reaction process that transforms 2-aminobenzylamines into 2-substituted benzimidazoles using oxone, occurring at room temperature with various types of aldehydes.
  • The reaction starts with the condensation of 2-aminobenzylamine and aldehydes, producing a tetrahydroquinazoline intermediate.
  • This intermediate then undergoes a modification through oxone treatment, resulting in the successful synthesis of the target compounds with moderate to excellent yields.

Article Abstract

An exceptional oxone mediated tandem transformation of 2-aminobenzylamines to 2-substituted benzimidazoles is reported. It occurs at room temperature with aromatic, heteroaromatic, and aliphatic aldehydes. In this reaction initial condensation of 2-aminobenzylamine with appropriate aldehydes afforded a tetrahydroquinazoline intermediate which underwent oxone-mediated ring distortion to afford the desired compounds in moderate to excellent yields.

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Source
http://dx.doi.org/10.1021/acs.orglett.6b01217DOI Listing

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