Cooperative Bronsted Acid and Photo-Promoted Stereoselective Synthesis of Substituted Piperidones.

ABSTRACT: Saturated nitrogen heterocycles are highly prevalent in medicinal chemistry, agrochemistry, and material science. Despite extensive research to access substituted piperidines and related compounds, there remains a strong demand for new stereoselective approaches. We present a Brønsted acid-promoted, light-induced formal ring-insertion strategy for the efficient synthesis of piperidone and pyrrolidone derivatives. This method enables the efficient construction of thermodynamically disfavored cis-disubstituted piperidone and pyrrolidone derivatives. A key aspect of this strategy is the use of an acyl imidazole as a uniquely capable chromophore activator, in cooperation with the Brønsted acid, which controls both reactivity and stereoselectivity without the need for photosensitizers. The uniq

SUBMITTER: Peng Q 

PROVIDER: S-EPMC12707350 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature