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Org Biomol Chem. 2017 Apr 05;15(14):2906-2909. doi: 10.1039/c7ob00535k.

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

Organic & biomolecular chemistry

Alexander Sapegin, Angelina Osipyan, Mikhail Krasavin

Affiliations

  1. Institute of Chemistry, Saint Petersburg State University, 26 Universitetskii prospekt, Peterhof 198504, Russia. [email protected].

PMID: 28321443 DOI: 10.1039/c7ob00535k

Abstract

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 K

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