Synthesis Of Diindolylmethane,Dipyrrolylmethane,and Indolylpyrrolylmethane Derivatives Via Reductive Heteroarylation

The diindolylmethanes(DIMs)and analogues constitute a class of alkaloids with promising biological and pharmacological activities.They are widely used in the field of medicinal chemistry,and play an important role in anti-cancer,antibacterial,and antiviral research.Recent studies have proved that modifying the structure of DIMs and introducing different substituents can enhance their specific activities,which is of great significance for searching new therapeutic drugs.Therefore,people have been trying to synthesize different DIMs,and many methods have been reported.However,most of these can only be used to synthesize symmetrically substituted DIMs,and there are only a few reports on the preparation of asymmetrically substituted DIMs.In this thesis,an efficient and general reductive heteroarylation approach toward the synthesis of bisindolylmethane,bispyrrolylmethane,and indolylpyrrolylmethane derivatives has been developed.Thus,treatment of acylpyrrole or acylindole derivatives with indoles or pyrroles in the presence of a combination of sodium borohydride and acetic acid resulted in the formation of the title compounds.The reaction conditions are mild,the operation is simple and the substrate scope is wide.A total of 29 products synthesized with moderate to excellent isolated.