Synthesis Of 7-azaindole Derivatives Based On CH Activation Strategy

C-H bond is the most widely used bond in organic compounds.Direct C-H functionalization not only simplifies the pretreatment steps of the reactions and reduces the use of the solvent,but also meets the requirements of green chemistry,which can improve atomic economy and be friendly to environment.It is of great significance.Indole is one of the basic heterocyclic structures.The 7-azaindole derivatives are widely present in natural and synthetic biopharmaceutical molecules.The green synthesis of the 7-azaindole derivative is important both for the environment and the synthesis of biopharmaceuticals.In this paper,three C-H functionalization reactions at the N-phenyl-7-azaindole phenyl ? position with 7-azaindole as a directing group under the catalysis of transition metals are presented.The research includes:1.Phosphoroyl azide is catalyzed by Ir to C-H phosphoramidation of an N-phenyl-7-azaindole derivative.A phosphoramide group is introduced at the ?-position of N-phenyl-7-azaindole.This reaction involves the denitrification of the azide group and the functionalization of the C-H bond2.The reaction of alkylating N-phenyl-7-azaindole phenyl ?-C-H bond to form ?-aryl ketone is under the catalysis of Rh with allyl alcohol as a carbon source.This reaction involves the elimination process of ?-H and the enol-type interconversion reaction.It provides a new idea for the use of allyl alcohols as alkylating agents and C-H alkylation.3.Ethyl arylcarboxylate was formed by C-H esterification at the N-phenyl-7-azaindole phenyl ? position with diethyl azodicarboxylate as a carboxylating reagent under Pd catalysis and silver acetate oxidation.The reaction uses an azo compound as a source of carboxyl groups,with mild reaction conditions,as well as the wide applicability of the substrate.