Issue 4, 1995

Preparation and the acid- and base-catalysed isomerisation of 5,5-dimethyl-3-phenyl-1-pyrroline 1-oxide (5,5-dimethyl-3-phenyl-4,5-dihydro-3H-pyrrole 1-oxide): unprecedented acid-catalysed 1,3-oxygen migration

Abstract

5,5-Dimethyl-3-phenyl-1-pyrroline 1-oxide undergoes acid-catalysed isomerisation to a 3-hydroxy-1-pyrroline in aqueous solution and base-catalysed isomerisation in non-aqueous solution to a pyrrolidin-2-one.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1995, 501-505

Preparation and the acid- and base-catalysed isomerisation of 5,5-dimethyl-3-phenyl-1-pyrroline 1-oxide (5,5-dimethyl-3-phenyl-4,5-dihydro-3H-pyrrole 1-oxide): unprecedented acid-catalysed 1,3-oxygen migration

N. J. Gibson and A. R. Forrester, J. Chem. Soc., Perkin Trans. 1, 1995, 501 DOI: 10.1039/P19950000501

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