A facile route to pyrroles, isoindoles and hetero fused analogues

Christopher D. Gabbutt; B. Mark Heron; Samantha L. Pugh; John D. Hepworth

doi:10.1039/b209255g

A facile route to pyrroles, isoindoles and hetero fused analogues

Christopher D. Gabbutt, B. Mark Heron, Samantha L. Pugh, John D. Hepworth

Research output: Contribution to journal › Article › peer-review

19 Citations (Scopus)

Abstract

Enamino acids derived from 1,2-dimethylaminomethylene- or 1,2-hydroxymethylene-carbonyl compounds and amino acids undergo a decarboxylative cyclisation to pyrroles, isoindoles and other fused pyrroles. A two atom ring expansion occurs preferentially with enamino acids from cyclohexane-1,3-diones and Α-alkyl-Α-amino acids leading to oxocino[2,3-c]pyrroles.

Original language	English
Pages (from-to)	2799-2808
Number of pages	10
Journal	Journal of the Chemical Society. Perkin Transactions 1
Volume	2
Issue number	24
Early online date	25 Nov 2002
DOIs	https://doi.org/10.1039/b209255g
Publication status	Published - 20 Dec 2002
Externally published	Yes

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abstract = "Enamino acids derived from 1,2-dimethylaminomethylene- or 1,2-hydroxymethylene-carbonyl compounds and amino acids undergo a decarboxylative cyclisation to pyrroles, isoindoles and other fused pyrroles. A two atom ring expansion occurs preferentially with enamino acids from cyclohexane-1,3-diones and Α-alkyl-Α-amino acids leading to oxocino[2,3-c]pyrroles.",

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AU - Heron, B. Mark

AU - Pugh, Samantha L.

AU - Hepworth, John D.

PY - 2002/12/20

Y1 - 2002/12/20

N2 - Enamino acids derived from 1,2-dimethylaminomethylene- or 1,2-hydroxymethylene-carbonyl compounds and amino acids undergo a decarboxylative cyclisation to pyrroles, isoindoles and other fused pyrroles. A two atom ring expansion occurs preferentially with enamino acids from cyclohexane-1,3-diones and Α-alkyl-Α-amino acids leading to oxocino[2,3-c]pyrroles.

AB - Enamino acids derived from 1,2-dimethylaminomethylene- or 1,2-hydroxymethylene-carbonyl compounds and amino acids undergo a decarboxylative cyclisation to pyrroles, isoindoles and other fused pyrroles. A two atom ring expansion occurs preferentially with enamino acids from cyclohexane-1,3-diones and Α-alkyl-Α-amino acids leading to oxocino[2,3-c]pyrroles.

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ER -

A facile route to pyrroles, isoindoles and hetero fused analogues

Abstract

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