Abstract

Reactions of fluoroalkyl-substituted vinyl diazo carbonyl compounds with triphenylphosphine are accompanied by spontaneous intramolecular cyclization of the initially formed phosphazene, and pyridazines are formed as a result of tandem process [1–3]. However, no analogous transformations occur with fluorine-free vinyl diazo carbonyl compounds. Taking into account that fluoroalkyl-containing vinyl diazo carbonyl compounds are usually characterized by cis configuration* of the double bond [1, 4] and that their fluorine-free analogs are trans isomers [5, 6], the most probable reason for their different reactivities is different arrangement of functional groups (CO2Alk, CN2) at the double C=C bond. The goal of the present work was to compare chemical transformations of diastereoisomeric fluoroalkyl-containing and fluorinefree phosphazenes derived from vinyl diazo carbonyl compounds.

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