Fluorination of Medicinal Compounds – The Halex Reaction

Sn2

Click the structures and reaction arrows in sequence to view the 3D models and animations respectively

The Halex reaction (shown above) is one possible reaction to synthesize fluorinated compounds from chlorinated compounds. The mechanistic pathway is a nucleophilic aromatic exchange of halogens (SNAr). The Halex reaction is usually carried out using polar aprotic solvents (DMSO) and using a nucleophilic source of fluorine (KF, NaF, CsF etc) at a temperature below the boiling point of the solvent used. The reaction itself is operated under reflux for 1.5 to 2 hours and the fluorinated compounds can be produced in synthetically useful yields of 80-90%. Another possible way of producing fluorinated drug compounds are by electrophilic substitution using N-Fluoro reagents.

 

How useful was this page?

Click on a star to rate it!

Average rating / 5. Vote count:

As you found this page useful...

Follow us on social media!

We are sorry that this page was not useful for you!

Let us improve this page!

Provided by the