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

doi:10.1039/a809033e

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 journal › Article › peer-review

10 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 language	English
Pages (from-to)	289-290
Number of pages	2
Journal	Chemical Communications
Issue number	3
DOIs	https://doi.org/10.1039/a809033e
Publication status	Published - 7 Feb 1999
Externally published	Yes

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

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.",

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T2 - Formation of oxacino[2,3-c]pyrroles

AU - Gabbutt, Christopher D.

AU - Hepworth, John D.

AU - Heron, B. Mark

AU - Elsegood, Mark R.J.

AU - Clegg, William

PY - 1999/2/7

Y1 - 1999/2/7

N2 - 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.

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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JO - Chemical Communications

JF - Chemical Communications

IS - 3

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

Abstract

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