Diversity-oriented synthesis of fluoroalkylated amines via the palladium-catalyzed divergent fluoroalkylamination of 1,3-dienes

Herein, we reported the first versatile and expeditious protocol for the diversity-oriented synthesis (DOS) of fluoroalkylated amines via the photoinduced palladium-catalyzed cross coupling of 1,3-dienes, amines and fluoroalkyl iodides, which features excellent 3,4- and 1,4-selectivity controlled by fluoroalkyl iodides, a broad substrate scope as well as good function group tolerance, and could be extended to the late-stage modification of bioactive molecules.

Automated summary

We reported a versatile and efficient method for the synthesis of diverse fluoroalkylated amines. This photoinduced palladium-catalyzed cross coupling reaction of 1,3-dienes, amines, and fluoroalkyl iodides is controlled by the fluoroalkyl iodides, exhibiting excellent 3,4- and 1,4-selectivity. The method has a broad substrate scope, good functional group tolerance, and can be used for the late-stage modification of bioactive molecules.