Fused tricyclic β-lactams via intramolecular aryl radical cyclization

Article abstract of DOI:10.1016/0040-4039(96)00054-8

Easy access to fused tricyclic β-lactams starting with o-bromobenzaldehyde and allyl amine has been devised using intramolecular aryl radical cyclization under the influence of tributyltin hydride. The major product resulted from exo cyclization leading to the formation of a 6-membered ring and thus a tricyclic β-lactam. In some cases, a minor product was a 7-membered ring-containing tricyclic β-lactam formed by endo cyclization.