Litcius/Paper detail

Fe-Catalyzed Alkylazidation of α-Trifluoromethylalkenes: An Access to Quaternary Stereocenters Containing CF<sub>3</sub> and N<sub>3</sub> Groups

Shuai Liu, Lu Zhang, Liang Xu, Pin Gao, Xin‐Hua Duan, Li‐Na Guo

2023Organic Letters24 citationsDOI

Abstract

A concise Fe-catalyzed alkylazidation of α-trifluoromethylalkenes via a C-C bond cleavage/radical addition/azidation cascade is described. This protocol features a broad substrate scope, excellent functional group compatibility, and the ability to be performed on a gram scale, thus offering a practical and step-economic approach to the synthetically useful tertiary α-trifluoromethyl azides.

Topics & Concepts

ChemistryStereocenterCatalysisCombinatorial chemistryBond cleavageCleavage (geology)TrifluoromethylCascadeFunctional groupCompatibility (geochemistry)StereochemistryOrganic chemistryEnantioselective synthesisGeotechnical engineeringGeologyEngineeringChromatographyGeochemistryFracture (geology)PolymerAlkylFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms