SILVER CARBONATE PROMOTED REACTION OF HYDRAZONYL CHLORIDES WITH ALLYLIC ALCOHOLS

Abstract

The title reaction affords two main kinds of products: (i) pyrazole derivatives due to cycloaddition of a nitrile imine intermediate to the ethylenic bond; (ii) open-chain carbonyl compounds due to the electrophilic attack of a nitrilium-like carbocation to the ethylenic bond. Mechanistic possibilities are discussed