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Oxidative NHC Catalysis for the Generation of Imidoyl Azoliums: Synthesis of Benzoxazoles

Patra, Atanu and James, Anjima and Das, Tamal Kanti and Biju, Akkattu T (2018) Oxidative NHC Catalysis for the Generation of Imidoyl Azoliums: Synthesis of Benzoxazoles. In: JOURNAL OF ORGANIC CHEMISTRY, 83 (23). pp. 14820-14826.

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Official URL: https://doi.org/10.1021/acs.joc.8b02598

Abstract

N-Fleterocyclic carbene (NHC)-catalyzed intramolecular cyclization of aldimines generated from 2-amino phenols and aromatic aldehydes leading to the synthesis of 2-arylbenzoxazoles under mild conditions is presented. The reaction proceeds via the generation of the aza-Breslow intermediates from imines and NHC, which under oxidative conditions form the key imidoyl azoliums and a subsequent intramolecular cyclization furnishes the product. The reaction tolerates a broad range of functional groups, and the products are formed in generally good yields.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to AMER CHEMICAL SOC
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Francis Jayakanth
Date Deposited: 10 Feb 2019 09:38
Last Modified: 10 Feb 2019 09:38
URI: http://eprints.iisc.ac.in/id/eprint/61358

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