Doctoral training
Development of Strategies for Solid-Phase Synthesis of Nitrogenous Heterocyclic Compounds Based on the 2- and 4-Nitrobenzenesulfonamide Chemistry.
The submitted doctoral thesis deals with the development of simple procedures applicable for the preparation of libraries of selected heterocyclic compounds. In all of the introduced procedures, the immobilized 2- or 4-nitrobenzenesulfonamides were used as the key intermediates. Different scenarios have been used in which the nitrobenzenesulfonyl (Nos) group was applied (1) only as a protective/activating group for Fukuyama selective monoalkylation followed by the cleavage of the sulfonamide scaffold, (2) as a building block after previous Fukuyma alkylation, or (3) as a building block without application of Fukuyama alkylation. The key intermediates were further modified and converted to the target products under different cyclization conditions. During our long-term research we have developed high-throughput solid-phase syntheses of various heterocyclic compounds involving six types of different scaffolds.
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