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J Org Chem. 2007 Nov 23;72(24):9195-202. doi: 10.1021/jo701408y. Epub 2007 Nov 01.

Oxidation reactivity channels for 2-(pyridin-2-yl)-N,N-diphenylacetamides.

The Journal of organic chemistry

Sylvie Pailloux, Iris Binyamin, Lorraine M Deck, Brian M Rapko, Benjamin P Hay, Eileen N Duesler, Robert T Paine

Affiliations

  1. Department of Chemistry, University of New Mexico, Albuquerque, NM 87131, USA.

PMID: 17973526 DOI: 10.1021/jo701408y

Abstract

Synthetic routes to 2-(pyridin-2-yl)-N,N-diphenylacetamide and 2-(6-methylpyridin-2-yl)-N,N-diphenyl-acetamide are described along with results from the chemical oxidation of these compounds with peracetic acid, m-chloroperbenzoic acid, and OXONE. In each case, oxidations generate four products in varying amounts depending on the oxidant and reaction conditions. Each product has been characterized by spectroscopic methods and the molecular structures of several of the new compounds have been confirmed by X-ray crystallography.

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