Oxidation Reactivity Channels for 2-(Pyridin-2-yl)-N,N-diphenyl-acetamides

Journal Article · Thu Nov 01 00:00:00 EDT 2007 · Journal of Organic Chemistry

DOI:https://doi.org/10.1021/jo701408y· OSTI ID:930970

Pailloux, Sylvie ^[1]; Binyamin, Iris ^[1]; Kim, Sung-jun ^[1]; Deck, Lorraine M ^[1]; Rapko, Brian M ^[2]; Hay, Benjamin ^[3]; Duesler, Eileen N ^[1]; Paine, Robert T ^[1]

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1. University of New Mexico, Albuquerque
2. Pacific Northwest National Laboratory (PNNL)
3. ORNL

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.

• Research Organization: Oak Ridge National Laboratory (ORNL)
• Sponsoring Organization: SC USDOE - Office of Science (SC)
• DOE Contract Number: AC05-00OR22725
• OSTI ID: 930970
• Journal Information: Journal of Organic Chemistry, Journal Name: Journal of Organic Chemistry Journal Issue: 24 Vol. 72; ISSN 0022-3263; ISSN JOCEAH
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
ACTIVATION ENERGY
AMIDES
OXIDATION