Aromatic Trifluoromethylselenolation via Pd‐catalyzed C−H functionalization. Issue 50 (20th July 2021)

• Record Type: Journal Article
• Authors: Grollier, Kevin; Chefdeville, Emmanuel; Jeanneau, Erwann; Billard, Thierry
• Is Part Of: Chemistry. Volume 27:Issue 50(2021)
• Page Start: 12910
• Page End: 12916
• Publication Date: 2021-07-20
• Subjects: C−H functionalization -- fluorine -- selenium -- trifluoromethylselenolation -- trifluoromethylselenosulfonate; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.202102121
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: The synthesis of trifluoromethylselenolated aromatic molecules via an auxiliary‐assisted, palladium catalyzed, C−H bonds functionalization with trifluoromethyl tolueneselenosulfonate as reagent is described. The mono‐ or bis‐products can be preferentially formed. Some mechanistic investigations were realized to better understand the reaction. This methodology was also extended to fluoroalkylselenyl groups. Abstract : Trifluoromethylselenolation of arenes was performed through a metal‐catalyzed C−H functionalization. This pallado‐catalyzed reaction was based on the use of 5‐methoxy‐8‐amino‐quinoline as directing group and trifluoromethyl tolueneselenosulfonate as trifluoromethylselenolating reagent. This method was also extended to fluoroalkylselenolation reactions.