Structurally diverse arene-fused ten-membered lactams accessed via hydrolytic imidazoline ring expansion

Imidazoline-fused [1,4] oxazepines (prepared in two simple steps from methyl 2-hydroxyaroates, ethylene diamine and bis- electrophilic aromatics) undergo a facile, good-yielding hydrolytic imidazoline ring expansion (HIRE) upon N-alkylation and treatment with aqueous K2CO3. The resulting arene-fused ten-membered lactams significantly add to the contemporary arsenal of smallmolecule scaffolds where medium-sized ring systems are severely underrepresented.