Photochemistry of N-nitroso-N-alkyl amino acids: a facile oxidative decarboxylation

YL Chow, DP Horning, J Polo

Index: Chow, Yuan L.; Horning, Douglas P.; Polo, Joel Canadian Journal of Chemistry, 1980 , vol. 58, p. 2477 - 2483

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Citation Number: 6

Abstract

Several N-alkyl or N-phenyl-N-nitroso α-amino acids were synthesized and were shown to photolytically rearrange to amidoximes with concurrent decarboxylation in solution or solid states without the presence of externally added acids. In contrast, N-nitrosonipecotinic acid, a N-nitroso β-amino acid, as well as N-nitrosopiperidine in the presence of acetic acid were not photolabile. The photolability of N-nitroso α-amino acids was ascribed to the presence ...