(3+2) CYCLOADDITION OF N-METHYLAZOMETHINE YLIDE OBTAINED FROM SARCOSINE AND FORMALDEHYDE TO CH- AND NH-ACIDIC ENONES AND ENAMIDES

Abstract

Conjugated unsaturated carbonyl compounds with weak CH  or NH acidity were used in a three-component reaction with sarcosine and formaldehyde, forming (3+2) cycloaddition products in 32–73% yields. The degree of conversion was estimated from NMR data and strongly depended on the acidity of dipolarophile and the steric accessibility of its double bond.

Authors: Evgeny M. Buev, Vladimir S. Moshkin*, Vyacheslav Ya. Sosnovskikh