[Figure not available: see fulltext.] The carbodiimide-mediated coupling of 4-cyanonicotinic acid with L-amino acid methyl esters takes place with the predominant formation of bicyclic compounds – methyl 2-(1-imino-3-oxo-1,3-dihydro-2H-pyrrolo[3,4-c]pyridin-2-yl)alkanoates, which are monoimino derivatives of 4-azaphthalimide. Under the action of hydroxylamine they undergo pyrrolidine cycle opening with the formation of pseudopeptides – coupling products of nicotinic acid with amino acid esters bearing an amidoxime function at position 4.
CITATION STYLE
Tkachuk, V. A., Reheda, P. V., Kozytskiy, A. V., Shishkina, S. V., & Hordiyenko, O. V. (2023). Pseudopeptides based on nicotinic acid with 4-amidoxime unit. Chemistry of Heterocyclic Compounds, 59(11–12), 769–777. https://doi.org/10.1007/s10593-024-03270-x
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