ИСТИНА

3,7-Diazabicyclo[3.3.1]nonanes (bispidines) have proven to be valuable in multiple areas - they have been studied in computer models as serine protease inhibitors [1] and can be used as building blocks in the design of biologically active compounds [2] or in the synthesis of copper-based imaging agents for positron emission tomography [3]. On the other hand 2,4,6,8-tetraoxobispidines (bispidinetetraones) can be considered as conformationally rigid analogue of bispidines and thus are useful as copper chelating reagents for potential use as ligands for positron emission tomography. The aim of this work was to synthesize a series of 2,4,6,8-tetraoxobispidines functionalized with 1,2,3-triazoles. Target compounds were obtained as a result of sequential synthetic transformations - condensation of cyanoacetic ester with ketones, intramolecular acidic condensation, alkylation with propargylbromide and [3+2] cycloaddition with benzylazide.