Complexity-Building ESIPT-Assisted Synthesis of Fused Polyheterocyclic Sulfonamides.

ABSTRACT: Excited State Intramolecular Proton Transfer (ESIPT), originally discovered and explored in depth in a number of extensive photophysical studies, is more recently rediscovered as a powerful synthetic tool, offering rapid access to complex polyheterocycles. In our prior work we have employed ESIPT in aromatic o-keto amines and amides, leading to diverse primary photoproducts-complex quinolinols or azacanes possessing a fused lactam moiety-which could additionally be modified in short, high-yielding postphotochemical reactions to further grow complexity of the heterocyclic core scaffold and/or to decorate it with additional functional groups. Given that sulfonamides are generally known as privileged substructures, in this study we pursued two goals: (i) To explore whether sulfonamides

SUBMITTER: Beduru S 

PROVIDER: S-EPMC10534920 | biostudies-literature | 2023 Sep

REPOSITORIES: biostudies-literature