Synthesis Of Nitrogen-containing Heterocycles Based On 2-(indol-3-yl) Cyclohexan-1-one

Nitrogen-containing heterocyclic compounds are an indispensable part of organic chemistry.They widely exist in various natural products and functional materials,and have broad application value and prospects in the field of medicine.Among them,nitrogen heterocycles containing indole and imidazole skeletons mostly have unique pharmacological and biological activities and good optoelectronic properties,and are widely used in the field of medicine and optoelectronic materials.In the past decade,the synthesis of nitrogen heterocyclic compounds containing indole and imidazole skeletons has received extensive attention.Although many related literatures have been reported,it is of great significance to develop simple and efficient new methods for the synthesis of nitrogen heterocycles containing indole and imidazole skeletons.In this paper,two new methods for the synthesis of nitrogen heterocycles were developed from2-(indol-3-yl)cyclohexan-1-one.The specific research contents are as follows:1.A mild two-step method for the synthesis of indole[3’,2’:4,5]pyrrole[3,2,1-kl]phenothiazine was developed from 2-(indol-3-yl)cyclohexan-1-one and 2-aminophenylthiophenol.In this reaction,cyclohexanone is used as a key bridge to connect indole and phenothiazine skeleton to construct indole polycyclic derivatives with structural value.This method realizes the construction of multiple C-X bonds,and provides a new way for the synthesis of indole polycyclic compounds containing indole and phenothiazine skeleton at the same time.2.Using 2-(indol-3-yl)cyclohexan-1-one and amidine compounds as raw materials,a new method for the synthesis of 1,3-diazaspiro[4.4]nona-1,3-dien catalyzed by copper was developed.This method has the advantages of simple and easy availability of raw materials,mild conditions,good tolerance of functional groups and gram level synthesis.It provides a simple and efficient new method for the synthesis of spirimidazole compounds.