Catalyst-Free Electro-photochemical Hydroalkylation of <i>N</i>‑Aryl Maleimides via Alternate Electrode Electrolysis: A Sustainable Route to <i>N</i>‑Aryl Succinimides with Quaternary Center.

ABSTRACT: We report a dual electrochemical-photochemical platform that enables selective hydroalkylation of N-aryl maleimides for the construction of C4-functionalized N-aryl succinimides in the presence of alcohol (as a solvent) and aryl diazo esters. Alternate electrode electrolysis (AEE) selectively promotes electrochemical reduction of N-aryl maleimides which undergoes cyclopropanation with a carbene (generated by blue LED irradiation of diazo esters), subsequent ketyl radical-mediated ring opening, and electro-oxidative nucleophilic attack by alcohol afford the densely substituted hydroalkylated succinimide derivative. No cross-reactivity or degradation of intermediates was observed. The protocol showcases high functional group tolerance, affording over 26 structurally dive

SUBMITTER: Singh S 

PROVIDER: S-EPMC12933374 | biostudies-literature | 2026 Feb

REPOSITORIES: biostudies-literature