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

Gabbutt, Christopher D., Hepworth, John D., Heron, B. Mark, Elsegood, Mark R. J. and Clegg, William (1999) An unusual ring expansion from the Zav’yalov pyrrole synthesis: formation of oxacino[2,3-c]pyrroles. Chemical Communications (3). pp. 289-290. ISSN 1359-7345

Abstract

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.

Item control for Repository Staff only: