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Asymmetric synthesis of quaternary hydantoins and spirocyclic pseudoindoxyls via aza-Heck cyclizations
Date
2025
Authors
Journal Title
Journal ISSN
Volume Title
Publisher
University of Delaware
Abstract
Over 82 percent of the FDA approved drugs in the market contain at least one N-heterocycle, making them one of the most important scaffolds in drug discovery and medicinal chemistry. Hydantoins and pseudoindoxyls in particular, have been immensely studied for their various biological activities, and numerous attempts have been made to develop easier and shorter methods to access them. In this document, more focus will be on the quaternary hydantoins and spirocyclic pseudoindoxyls because, despite their pharmaceutical and structural importance, synthetic methods to access them remain very limited. The various biological activities and synthesis of drugs containing the quaternary hydantoin core will be discussed. This thesis will also discuss the limitations of accessing these important scaffolds and would go on to demonstrate our group’s dedication to utilizing aza-Heck chemistry as an indispensable tool to address synthetic challenges encountered in C–N bond formations towards the synthesis of N-heterocycles. The latter part of this document will elaborate on my contributions in the group towards the asymmetric synthesis of quaternary hydantoins and spirocyclic pseudoindoxyls via aza-Heck cyclization.
Description
Keywords
Asymmetric synthesis, Aza-Heck cyclization, Hydantoins, Spirocyclic pseudoindoxyls, Quaternary hydantoins