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

Posted on:2017-04-16Degree:MasterType:Thesis
Country:ChinaCandidate:B S WangFull Text:PDF
GTID:2321330536964298Subject:Organic Chemistry
Abstract/Summary:
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.
Keywords/Search Tags:bis-indole compounds, cyanide reaction, addition reaction, indole C2 quaternary carbon
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