Fluorination of heterocyclic compounds accompanied by molecular rearrangements

Abstract

Fluorination of heterocyclic compounds accompanied by molecular rearrangements is an area of synthesis experiencing rapid advances. One of the characteristics of electrophilic and oxidative fluorination is the involvement of carbocations, radicals, and radical ions which can undergo rearrangements. Such rearrangements expand the range of fluorinated products, which are sometimes difficult to access by direct fluorination of heterocyclic compounds. The purpose of this review is to systematize and analyze the literature data published over the past decade on fluorination of heterocyclic compounds accompanied by molecular rearrangements. Particular attention is paid to the analysis of reaction mechanisms and the problem of selectivity.