Vinylic Trifluoromethylselenolation via Pd‐Catalyzed C−H Activation

Trifluorometylselenolation via C−H activation is barely described in literature. In particular, no such vinylic functionalization has been yet described. Herein, a palladium‐catalyzed trifluoromethylselenolation of vinylic C−H bonds is described. The 5‐methoxy‐8‐aminoquinoline has been used as auxiliary directing group to perform this reaction. The reaction gives excellent yields with α‐substituted compounds whatever the substituents and a microwave activation can be used to accelerate the reaction. With β‐substituted substrates lower yields, but still satisfactory, are obtained. This methodology was also successfully extended to other fluoroalkylselenyl groups. Trifluoromethylselenolation of vinylic substrates was performed through a palladium‐catalyzed C−H activation. This 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.