Catalyst-controlled Regioselectivity Cyclization Reaction Via C-C Bond Cleavage

Indole compounds and their derivatives are heterocyclic alkaloids,they widely existing in drug molecules,natural products,dyes and functional materials.Because of their excellent chemical activity and wide application value,in recent years,the synthesis of more complex molecules via C-C bond activation of indolinones become one of the hotspots compounds of chemical researchers.C-C bond activation has important application value in the construction of complex natural products skeleton and in industrial production.The cyclization reaction of C-C bonds cleavage has attracted widely attention,which can effectively construction of the natural products skeleton.There are two main ways of cyclization reaction via C-C bond cleavage: The first is use highly strains ring as substrates,which the reaction is driven by high ring strains.The second is to achieve C-C bond activation via a directing group strategy.In recent years,the conversion of nonstrained structures C-C bonds research and development has been made great progress.Due to the limitation of its substrate applicability,the development of nonstrained structures C-C bond " cut and sew " transformations via a directing group is widely favored by chemical researchers.However,in previous work,the regioselectivity of the cyclization reaction is only controlled by the substrates,in order to achieve the regioselective control of cyclization reaction via C-C bond cleavage,in this paper,we have developed a transition metal-nickel and rhodiumcatalyzed pyridyl-directed indoleone compound transition.We successfully achieved the control of the olefin migration insertion regioselectivity during the cyclization reaction via nontrained structures C-C cleavage through different metal catalysts,and synthesis a series of biological activity 3-indanones and 2-indanones.