Study On Palladium(?)-Catalyzed Ortho-C-H Olefination Directed By Azaindole

During the basic activity of recognizing chemical rules,the chemist obtained a large number of strategies to modify existing molecular and enriched their material basis by C-H bond activation.The majority of C-H bond are inert although this chemical bond is widely distributed in our material world,and it is these two reasons that lead to a series of challenges was found in C-H bond activation.The chemoselectivity and stereoselectivity originated from this transformation prompt the field of research to develop into a “star project”.Meanwhile,the directing group has gained an increasing number of attentions as a result of its exact directed activation during the C-H bond functionalization.In previous works,a lot of activating strategies utilizing cyano,carboxyl and pyridine as directing group has been developed to functionalize the C-H bond in high performance.By contrast,however,there is lack of methods to activate C-H bond using azaindole as the directing group.On the other hand,as a common organic group the benzenesulfonyl group is main component in many bioactive molecules,such as Azosemide and Aulfamethoxazole which are approved to sell in drugstore.In reference to the scope of substrate,the C-H bond activation based on sulfonic acids is not developed yet by any lab group.We have explored an efficient catalytic system to complete the olefination of ortho-C-H bond at benzene sulfonic acids using 7-azaindole as directing group.This transformation is characterized by easily accessible directing group,good yield,broad scope of substrate and excellent regioselectivity.I will review the typical studies on C-H bond activation which is catalyzed with iron and palladium in the first chapter of this thesis,and in the second and third chapter my works in the field will be introduced.