Studies on fluorofunctionalization of some functionalized alkene scaffolds

Abstract

A study on some halofluorination and fluoroselenation protocols of various functionalized cyclic olefins, such as esters, lactams or amino esters as model compounds is presented. The ring olefin bond functionalizations were based on their activation either with NBS, NIS or PhSeBr followed by treatment with nucleophilic fluorinating agents, such as Deoxo-Fluor. The attempted synthetic assays have been found to be highly substrate dependent, influenced by the nature of the functional groups present on the cycloalkene skeleton as well as the stereostructural architecture of the starting model compounds.

Keywords

• Cycloalkenes
• Fluorination
• Olefin difunctionalization
• Regiochemistry
• Stereochemistry