A facile route to pyrroles, isoindoles and hetero fused analogues

CD Gabbutt, JD Hepworth, BM Heron…

Index: Gabbutt, Christopher D.; Hepworth, John D.; Heron, B. Mark; Pugh, Samantha L. Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 24 p. 2799 - 2808

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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.