DEAROMATIVE (3+2) CYCLOADDITION OF 2-SUBSTITUTED 3,5-DINITROPYRIDINES AND <i>N</i>-METHYL AZOMETHINE YLIDE

Abstract

1,3-Dipolar cycloaddition of various 2-substituted 3,5-dinitropyridines and unstabilized N-methyl azomethine ylide has been studied. It was found that, depending on the nature of the substituent, the reaction results in addition of one or two equivalents of 1,3-dipole to the pyridine ring. Eventually, a convenient method for the synthesis of differently substituted heterocyclic systems containing one or two pyrrolidine fragments fused with a pyridine ring has been demonstrated.