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Synthesis 2009(15): 2531-2534  
DOI: 10.1055/s-0029-1217397
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Gas-Phase Synthesis of N-Unsubstituted 3-Hydroxypyrroles and 1H-Pyrrol-3(2H)-ones

Lawrence Hilla, Gordon A. Hunterb, S. Haider Imama, Hamish McNab*b, William J. O’Neillb
a Durham Organics Ltd., Units 12-14, Langley Moor Industrial Estate, Langley Moor, Durham DH7 8JE, UK
b School of Chemistry, The University of Edinburgh, West Mains Road, Edinburgh EH9 3JJ, UK
Fax: +44(131)6504743; e-Mail: H.McNab@ed.ac.uk;
Further Information

Publication History

Received 8 April 2009
Publication Date:
23 June 2009 (online)

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Abstract

Flash vacuum pyrolysis (FVP) at 600 ˚C of methylaminomethylene derivatives of Meldrum’s acid bearing electron-withdrawing substituents on the methyl group, provides N-unsubstituted 3-hydroxypyrroles and/or 1H-pyrrol-3(2H)-ones in high yield.

Key words

gas-phase reactions - pericyclic reactions - heterocycles - pyrroles - regioselectivity

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