Issue 9, 1993

Gas-phase synthesis of N-alkenyl-3-hydroxypyrroles by sequential collapse of two dipolar intermediates

Abstract

Flash vacuum pyrolysis (FVP) of the oxazolidinylmethylene derivatives of Meldrum's acid 1 and 2 gives alkenylpyrroles 5 and 6 respectively, by a mechanism which involves collapse of a bicyclic intermediate 3; FVP of the related compound 9(which cannot undergo this process) gives the tricyclic compound 11; probably via an intramolecular Diels–Alder reaction.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1993, 794-795

Gas-phase synthesis of N-alkenyl-3-hydroxypyrroles by sequential collapse of two dipolar intermediates

G. A. Hunter and H. McNab, J. Chem. Soc., Chem. Commun., 1993, 794 DOI: 10.1039/C39930000794

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