N-alkyl pryidinium salts are versatile scaffolds across biology, materials and synthetic chemistry. As synthetic intermediates they provide a platform for the synthesis of lower oxidation state nitrogen heterocycles and serve as robust psuedohalides for radical cross coupling processes. Conversely, methods for the synthesis of N-alkyl pyridinium salts remain limited, relying on either oxopyrylium condensation or forcing nucleophilic substitutions of activated substrates. To support the growing body of downstream methods utilizing these motifs, our laboratory has an emerging interest in the development of oxidative strategies for their incoporation vai C–N bond formation. This talk will outline our efforts in leveraging I(III) N-HVI reagents as "heterocyclic group transfer" or HGT reagents, enabling the formation of N-alkyl pyridinium salts from alkenes and C–H bonds.

Heterocyclic group transfer reactions of I(III) N-HVIs: New strategies for the synthesis of N-alkyl pyridinium salts

Fall 2022 abstracts, posters, and presentations will launch in mid-September.

ACS Fall 2022

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.