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A convenient synthesis of deuterium labeled tertiary aliphatic nitro ketones and nitriles - starting materials for preparation of deuterated cyclic nitrones, isomeric hydroxylamines, and corresponding C-nitroso compounds
Authors:Karol Grela  Leszek Konopski
Institution:a Department of Chemistry, Warsaw University, Pasteura 1, 02-093 Warsaw, Poland
b Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
c Institute of Industrial Organic Chemistry, Annopol 6, 03-236 Warsaw, Poland
Abstract:Tertiary aliphatic β- and γ-nitro nitriles and ketones deuterated in (several) selected positions had been synthesized. The deuterated nitro compounds served as a starting material for the corresponding deuterium labeled nitrones or hydroxylamines (reducing with aluminum amalgam). Further oxidation of the last two groups of compounds with sodium periodate or m-CPBA afforded the relevant deuterated tertiary C-nitroso compounds.
Keywords:Deuterated nitro ketones  Deuterated nitro nitriles  Deuterated hydroxylamines  Deuterated cyclic nitrones  Deuterated nitroso ketones  Deuterated nitroso nitriles  Deuterium labeling
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