Bromofluorination of olefins using BrF3; an efficient route for fluoroalkenes and fluoroamines

A variety of alkenes and α,β-unsaturated carbonyls were reacted with BrF3 to form vicinal bromofluoro compounds. In most cases, the reactions followed a Markovnikov regioselectivity and anti-addition stereospecifity. They proceeded well even with deactivated olefins in around 70% yield. The bromofluoro compounds served as starting materials for the synthesis of fluoroalkenes and fluoroamines.

Graphical abstractA variety of alkenes and α,β-unsaturated carbonyls were reacted with BrF3 to form vicinal bromofluoro compounds. The reactions were regioselctive and anti-addition stereospecific. The bromofluoro compounds served as starting materials for the synthesis of fluoroalkenes and fluoroamines. Figure optionsDownload full-size imageDownload as PowerPoint slide