Difunctionalization-Type Fluoroalkylations of Alkenes via Intramolecular Carbo- or Heterocycle Formation

Fluoroalkylation is often an effective strategy for improving the drug-like properties and bioactivities of compounds such as pharmaceuticals and agrochemicals. Efficient and practical fluoroalkylation methods are therefore important tools in the synthetic chemist's tool chest. In particular, difunctionalization-type fluoroalkylations of alkenes-installing a fluoroalkyl group and constructing a cyclic skeleton simultaneously-pose a significant challenge for synthetic organic chemists. Focusing mainly on work in our laboratory, this mini-review summarizes intramolecular difunctionalization-type fluoroalkylations of alkenes with Togni reagent and fluorine-containing carboxylic anhydrides. These reactions lead to a variety of fluoroalkyl-group-containing carbo- and heterocycles as potentially bioactive molecules and building blocks suitable for further elaboration.

Automated summary

Fluoroalkylation is an important strategy for enhancing the drug-like properties and bioactivities of compounds. This mini-review focuses on intramolecular difunctionalization-type fluoroalkylations of alkenes using Togni reagent and fluorine-containing carboxylic anhydrides. These reactions yield fluoroalkyl-group-containing carbo- and heterocycles as potential bioactive compounds.