Fe(II)-Iminopyridine Catalyst for the Regioselective Synthesis of Oxazolidinones Using Carbon Dioxide

J Org Chem. 2024 Dec 20;89(24):18081-18089. doi: 10.1021/acs.joc.4c01907. Epub 2024 Dec 4.

Abstract

This study presents the application of a novel Fe-iminopyridine catalyst for the regioselective synthesis of oxazolidinones from carbon dioxide and aziridines. Our findings demonstrate that the Fe-iminopyridine catalyst containing imidazole functional group offers promising efficiency and facilitates a sustainable approach to green chemical synthesis at 50 °C and 10 bar CO2 pressure in a single-component Fe catalyst system. Various aziridines with carboxylic acid-derived substituents were transformed into 5-carbonyl substituted oxazolidinone products. The regioselective synthesis of oxazolidinones followed by the reduction enhances their utility for the pharmaceutically valuable compounds.