Synthesis of chiral Azetidine and its application in asymmetric synthesis

Abstract

Azetidine is a four-membered nitrogen-containing heterocycle, which has been utilized broadly in synthetic and medicinal chemistry. The use of azetidines in asymmetric catalysis remains largely unexplored, making this approach both innovative and promising for advancing the field. In this study, we designed and synthesized chiral bidentate azetidine pyridine hybrid ligands. A Pd-catalyzed asymmetric arylation of sulfonylimine with phenylboronic acid was examined using these new ligands. The chiral sulfonamides were obtained in excellent yields with low to good enantioselectivity (60:40 to 95:5 er).