Phototriggered Self-Catalyzed Phosphorylation of 3,4-Dihydroquinoxalin-2(1 H)-ones with Diarylphosphine Oxides in EtOH

J Org Chem. 2024 Oct 4;89(19):13970-13977. doi: 10.1021/acs.joc.4c01184. Epub 2024 Sep 19.

Abstract

A highly effective external photocatalyst- and additive-free method for the phosphorylation of 3,4-dihydroquinoxalin-2(1H)-ones to produce phosphorylated dihydroquinoxalin-2(1H)-ones has been reported. A wide variety of phosphorylated products were formed in good to excellent yields. Preliminary mechanistic studies reveal that the phosphorylation process involves an EnT process, a SET process, a HAT process, and a deprotonation process.