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

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

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Abstract

(Chemical Equation Presented) Synthetic routes to 2-(pyridin-2-yl)-N,N- diphenylacetamide and 2-(6-methylpyridin-2-yl)-N,N-diphenylacetamide 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.

Original languageEnglish (US)
Pages (from-to)9195-9202
Number of pages8
JournalJournal of Organic Chemistry
Volume72
Issue number24
DOIs
StatePublished - Nov 23 2007

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    Pailloux, S., Binyamin, I., Deck, L. M., Rapko, B. M., Hay, B. P., Duesler, E. N., & Paine, R. T. (2007). Oxidation reactivity channels for 2-(pyridin-2-yl)-N,N-diphenylacetamides. Journal of Organic Chemistry, 72(24), 9195-9202. https://doi.org/10.1021/jo701408y