1545-96-6Relevant articles and documents
Oxidative fluorination of N-arylsulfonamides
Buckingham, Faye,Calderwood, Samuel,Checa, Bego?a,Keller, Thomas,Tredwell, Matthew,Collier, Thomas Lee,Newington, Ian M.,Bhalla, Rajiv,Glaser, Matthias,Gouverneur, Véronique
, p. 33 - 39 (2015/09/22)
We report a late stage oxidative nucleophilic fluorination of N-arylsulfonamides, a class of compounds so far not considered as precursors to 4-fluorophenyl sulfonamides. By installing a para-positioned tert-butyl substituent on the aniline, oxidative fluorination takes place regioselectively in the presence of HF·pyridine and PIDA. This methodology has been shown to give good yields for a variety of ortho- and meta-functionalised N-arylsulfonamides and has been adapted for radiofluorination to give 4-[18F]fluorophenyl sulfonamides under carrier added conditions.