One-pot synthesis of azepine spiro[4.6]-γ-lactams by a Hantzsch-type reaction

Org Biomol Chem. 2024 Dec 4. doi: 10.1039/d4ob01719f. Online ahead of print.

Abstract

A facile route to spiro-γ-lactams containing fused seven- and five-membered rings is showcased here in a multicomponent reaction harnessing glycine. Four spiro-γ-lactams were characterised, including by X-ray diffraction techniques, showing them to be trapped unstable intermediates of the Strecker degradation. This hitherto unknown reaction pathway was investigated with mass spectrometry, revealing a plausible reaction mechanism.