1,3-Dipolar character of six-membered aromatic rings. Part I. 1-Methyl-3-oxidopyridinium

Abstract

The title compound reacts as a 1,3-dipole across the 2- and 6-positions with the dipolarophiles N-phenylmaleimide, acrylonitrile, methyl acrylate and methyl methacrylate. The stereochemistry of the adducts is deduced from n.m.r. spectra. The title compound and maleic anhydride yield a salt.