Jump to main content
Jump to site search


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

Author affiliations

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 K2CO3. The resulting arene-fused ten-membered lactams significantly add to the contemporary arsenal of small-molecule scaffolds where medium-sized ring systems are severely underrepresented.

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

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 10 Feb 2017, accepted on 12 Mar 2017, published on 15 Mar 2017 and first published online on 15 Mar 2017


Article type: Communication
DOI: 10.1039/C7OB00535K
Citation: Org. Biomol. Chem., 2017, Advance Article
  •   Request permissions

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

    A. Sapegin, A. Osipyan and M. Krasavin, Org. Biomol. Chem., 2017, Advance Article , DOI: 10.1039/C7OB00535K

Search articles by author