Bondarenko Y. Nitrogen containing derivatives of mono- and dicarboxylic acids with norbornene fragment

The objects are amines and acids containing the tricyclic carcass. Aim: development of the methods of new biologically active nitrogen containing derivatives of the accessible endic anhydride synthesis; establishment of influencing of the substrate structure on stereo-, chemo- and regionselectivity of reactions among the derivatives of endic anhydride; study of their biological activity. Меthods: organic synthesis, elementary analysis, IR- and NMR 1H and 13C spectroscopy, mass-spectrometry, X-ray analysis. Results: the structure of N-amino-4-azatricyclo-[5.2.1.02,6-endo]dec-8-ene-3,5-dione has been confirmed by chemical, X-ray and theoretical researches; the peculiarities of NMR spectra of amides, obtained on the basis of 4-azatricyclo[5.2.1.02,6-endo]dec-8-ene have been established and discussed; on example of carbonylazides, synthesized on the basis of products of endic anhydride condensation with amino acid shown possibility of chemoselective transformation of acylazide group in presence of strain double bond; it is first shown that (4-azatricyclo[5.2.1.02,6-endo]dec-8-ene-3,5-dione-4-yl)alkylcarboxylic acids in the reactions with arylazides form aziridines unlike of derivatives these acids and other tricyclic imides, which have been transformed in those conditions in triazolines. Area of application: organic chemistry.