Cobalt-Catalyzed C-H Activation/Annulation of Benzamides with Fluorine-Containing Alkynes: A Route to 3-and 4-Fluoroalkylated Isoquinolinones

The C-H activation/annulation reaction of various benzamides with fluoroalkylated alkynes in the presence of a Co(acac)(2)center dot 2H(2)O catalyst proceeded very smoothly to give the corresponding 3- and 4-fluoroalkylated isoquinolinones in excellent yields with approximately 70% regioselectivities. These regioisomers could be successfully separated and obtained in pure form. Major or minor regioisomers were determined as 4- or 3-fluoroalkylated isoquinolinones, respectively, based on X-ray crystallographic analyses.

Automated summary

The C-H activation/annulation reaction of benzamides with fluoroalkylated alkynes in the presence of a Co(acac)(2)center dot 2H(2)O catalyst resulted in the formation of 3- and 4-fluoroalkylated isoquinolinones with high yields and regioselectivities of approximately 70%. These regioisomers were successfully separated and obtained in pure form, with X-ray crystallographic analyses confirming the major or minor regioisomers as 4- or 3-fluoroalkylated isoquinolinones, respectively.