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Paper | Regular issue | Vol 26, No. 7, 1987, pp.1805-1811
Published online, 1st January, 1970
DOI: 10.3987/R-1987-07-1805
Transformation of Heterocyclic N-Oxides into Derivatives of α-Heteroaryl Substituted α-Amino Acids and Dipeptides

Branko Stanovnik, Irena Drofenik, and Miha Tisler

*Department of Chemistry, E. Kardelj University, Murnikova 6, 61000 Ljubljana, Slovenia


Heterocyclic N-oxides 1 were converted with oxazolidinone 2 into oxazolinylidene derivatives 3. The opening of the oxazolinone ring produced various derivatives of α heteroaryl substituted α-amino acids, such as sodium salt 4 and hydrazides 5. Acyl azides 6, obtained by treatment of hydrazides 5 with nitrous acid, were transformed into dipeptides 7. All these compounds exist in tautomeric forms 10 and 14 shown i n Schemes.