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

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

Org Biomol Chem

School of Environment and Science, Griffith University, Nathan, Queensland 4111, Australia.

Published: December 2024

AI Article Synopsis

  • The study presents a simple method for creating spiro-γ-lactams that have both seven- and five-membered rings using a multicomponent reaction that involves glycine.
  • Four different spiro-γ-lactams were analyzed, including some characterized through X-ray diffraction, indicating they are unstable intermediates from the Strecker degradation process.
  • The research explored this previously unknown reaction pathway using mass spectrometry, which helped outline a possible mechanism for the reaction.

Article 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.

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Source
http://dx.doi.org/10.1039/d4ob01719fDOI Listing

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