ChemInform Abstract: Reaction of Aromatic N‐Oxides with Dipolarophiles. Part 12. Stereoselective exo Cycloaddition of 3,5‐Lutidine N‐Oxide with N‐Substituted Maleimides and a Frontier Molecular Orbital and Mechanistic Study.

Abstract

AbstractReaction of 3,5‐lutidine N‐oxide (I) with the maleimides (II) yields the thermally labile exo‐cycloadducts (III) which undergo 1,5‐sigmatropic rearrangement, forming the dihydropyridines (IV).