Synthesis, Год журнала: 2024, Номер unknown

Опубликована: Окт. 21, 2024

Abstract In a quest for efficient SuFEx-type transformations we studied reactions of amines with 4-fluorobenzenesulfonyl fluoride. The substrate may react by fluoride substitution at the aromatic ring (SNAr) and sulfonyl group (SuFEx). Analysis reaction course revealed that deprotonation N-nucleophile controls course: neutral in DMF attack ring, whereas amine anions, generated equilibrium LiHMDS toluene, favor substitution. Using base-promoted conditions synthesized set substituted sulfonamides high yields.

Язык: Английский