TEMPO-Catalyzed Oxidation Homocoupling Of Indoles And The Construction Of C2 Quaternary Carbon Centers

Indole compounds widely exist in nature,is an important feedstock in organic synthesis.Attention attracted by chemists due to its unique structure and specific biological activity,and compounds containing bis-indole skeleton is a structrue unit of many alkaloids and important pharmacologically active substance.So develop a simple and efficient method of synthesizing bis-indole compounds under mild conditions has important significance of research.This thesis is mainly divided into four parts.Chapter 1: A Literature Review.Describes the progress on synthesis of bis-indole compounds,the cyanide reaction of indole compounds,addition reaction of indole ketone imine compounds in recent years.And briefly describes the purpose and significance of this thesis.Chapter 2: Introduces a method of TEMPO/Ag₂CO₃ catalyzed air oxidation of indole to synthesizing 2,3'-Bi?3H-indol?-3-one compounds contain indolone structural unit.This method is easy to use,in good yields and use TEMPO as an oxidant is efficient and environmentally friendly.Chapter 3: Introduces a new metal-free protocol for constructing cyano indole C2 quaternary carbon center in excellent yields via bis-indole compounds synthetize in the second chapter as raw materials,TMSCN as cyanide source.Chapter 4: Introduces an addition reaction of silver-catalyzed C-H activation of acetonitrile to build a quaternary carbon for bis-indole compounds contain cyano group in C2-position by using bis-indole ketone imine compounds synthetize in the second chapter.