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An unusual ring expansion from the Zav'yalov pyrrole synthesis: Formation of oxacino[2,3-c]pyrroles

Lookup NU author(s): Dr Mark Elsegood, Emeritus Professor Bill Clegg


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Enamino acids 2 and 5 undergo a facile cyclisation to afford the pyrrole 3 and isoindole 6 ring systems; a novel two atom ring expansion ensues when derivatives 5b,d are subjected to the cyclisation conditions, resulting in the formation of the new oxacino[2,3-c]pyrrole system, the structure of which is confirmed by X-ray crystallography.

Publication metadata

Author(s): Gabbutt CD, Hepworth JD, Heron BM, Elsegood MRJ, Clegg W

Publication type: Article

Publication status: Published

Journal: Chemical Communications

Year: 1999

Volume: 1999

Issue: 3

Pages: 289-290

Print publication date: 01/01/1999

ISSN (print): 1359-7345

ISSN (electronic): 1364-548X

Publisher: Royal Society of Chemistry


DOI: 10.1039/a809033e


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