An unusual ring expansion from the Zav'yalov pyrrole synthesis

Formation of oxacino[2,3-c]pyrroles

Christopher D. Gabbutt, John D. Hepworth, B. Mark Heron, Mark R.J. Elsegood, William Clegg

Research output: Contribution to journalArticle

5 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)289-290
Number of pages2
JournalChemical Communications
Issue number3
DOIs
Publication statusPublished - 7 Feb 1999
Externally publishedYes

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Pyrroles
Cyclization
Isoindoles
X ray crystallography
Derivatives
Atoms
Acids

Cite this

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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.; Clegg, William.

In: Chemical Communications, No. 3, 07.02.1999, p. 289-290.

Research output: Contribution to journalArticle

TY - JOUR

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AU - Heron, B. Mark

AU - Elsegood, Mark R.J.

AU - Clegg, William

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AB - 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.

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