Synthesis of β-Lactams through Carbonylation of Diazo Compounds Followed by the [2 + 2] Cycloaddition Reaction
Fathima Febin Koothradan, Arumugam Jayarani, Chinnappan Sivasankar
Abstract
Reporting an efficient method for the synthesis of β-lactams by the carbonylation of diazo compounds, using [Co 2 (CO) 8 ] to corresponding ketenes, followed by [2 + 2] cycloaddition with imines. The newly developed strategy was successfully applied to electronically and structurally diverse substrates to produce the corresponding β-lactams under mild reaction conditions. Fourier transform infrared spectroscopy was employed to monitor ketene formation and the transformation of ketene into β-lactam. All the products were fully characterized by using various analytical and spectroscopic techniques.
Topics & Concepts
KeteneChemistryCarbonylationCycloadditionDiazoLactamCombinatorial chemistryWolff rearrangementOrganic chemistryCatalysisCarbon monoxideSynthesis of β-Lactam CompoundsCyclopropane Reaction MechanismsSynthesis and Catalytic Reactions