Detailed Record



A Pyridinium Ylide-Alkylation Strategy for the Structural Diversification of N-Carbamoylpyridinium Salts


Abstract A pyridinium ylide-alkylation strategy has been developed for selectively accessing N,N-disubstituted pyridinium salts from monosubstituted pyridinium salts possessing ambident nucleophiles. The method was shown to be tolerant toward an array of different pyridinium scaffolds and common electrophiles, enabling access to structurally diverse pyridinium salts. The potential versatility of the approach was demonstrated through the synthesis of chemically complex, heterotrifunctional pyridinium salts containing a pyridinium warhead, a click chemistry handle, and a third, high-value, payload.
Authors Akash Mamon Sarkar ORCID , Benjamin Gossett University of Wyoming , Michael T. Taylor ORCID
Journal Info American Chemical Society | The Journal of Organic Chemistry
Publication Date 11/20/2024
ISSN 0022-3263
TypeKeyword Image article
Open Access closed Closed Access
DOI https://doi.org/10.1021/acs.joc.4c01403
KeywordsKeyword Image Ylide (Score: 0.4925986) , Pyridinium Compounds (Score: 0.4439966)