Victor Barba, Cecilia Hernández Hernández, Susana Rojas-Lima, José Norberto Farfán García and Rosa Santillan. "Preparation of N-aryl-substituted spiro-b-lactams via Staudinger cycloaddition." Can. J. Chem. 77, 2025-2032 (1999). DOI: 10.1139/v99-212
The interest in the study of ?-lactams continues due to their therapeutic importance as antibiotics. In this work, six spiro-?-lactams (7a-7c, 8a-8c) have been prepared using the [2+2] cycloaddition of isomaleimides to acid chlorides. The heterobicyclic structures obtained have been characterized by mass spectrometry, IR, NMR spectroscopy, and for compounds 7a, 7b, and 8b the X-ray crystallographic study showed a nearly planar arrangement for the ?-lactam ring.Key words: ?-lactams, azetidinone, isomaleimides, ketenes, X-ray crystallography.