Synthesis and reactions of 2-epoxyethylenepyridine 1-oxide with nitrogen, oxygen, and sulfur nucleophiles

A Benderly, GB Fuller, EE Knaus…

Index: Benderly,A. et al. Canadian Journal of Chemistry, 1978 , vol. 56, p. 2673 - 2676

Full Text: HTML

Citation Number: 5

Abstract

The reaction of 2-epoxyethylenepyridine 1-oxide (4), obtained by m-chloroperbenzoic acid oxidation of 2-vinylpyridine (2), with nitrogen, oxygen, and sulfur nucleophiles has been investigated. Reaction of 4 with cyclic or acyclic amines affords pyridylethanolamine 1- oxides 8 which on reductive deoxygenation using palladium-on-charcoal and hydrogen give rise to pyridylethanolamines 9. Similar reactions with sodium ethoxide and sodium ...