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 journalArticle

17 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 languageEnglish
Pages (from-to)2799-2808
Number of pages10
JournalJournal of the Chemical Society. Perkin Transactions 1
Volume2
Issue number24
Early online date25 Nov 2002
DOIs
Publication statusPublished - 20 Dec 2002
Externally publishedYes

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Isoindoles
Pyrroles
Amino Acids
Carbonyl compounds
Acids
Cyclization
Atoms

Cite this

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A facile route to pyrroles, isoindoles and hetero fused analogues. / Gabbutt, Christopher D.; Heron, B. Mark; Pugh, Samantha L.; Hepworth, John D.

In: Journal of the Chemical Society. Perkin Transactions 1, Vol. 2, No. 24, 20.12.2002, p. 2799-2808.

Research output: Contribution to journalArticle

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AU - Gabbutt, Christopher D.

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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