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Study On Isocyanides Based Multicomponent Reactions

Posted on:2009-07-12Degree:MasterType:Thesis
Country:ChinaCandidate:C SunFull Text:PDF
GTID:2121360245460240Subject:Organic Chemistry
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This thesis divides into three aspects. In this paper, we describe the research of synthesis of 3-aminobenzo[d]imidazo[2,1-b]thiazole derivatives, 3-(2-furanyl)indoles and furo(2,3-b)indole derivatives via a one pot procedure.Firstly, we discussed the research of synthesis of 3-aminobenzo[d]imidazo[2,1-b]thiazole derivatives. We developed an easy and facile one-pot procedure for the synthesis of 3-aminobenzo[d]imidazo[2,1-b]thiazoles by the reaction of 2-aminobenzothiazole, aldehydes and tert-butyl isocyanide. To the best of our knowledge it's the first report of the synthesis of heterocycles bearing benzo[d]imidazo[2,1-b]thiazoles in one pot reactions. The scope of reaction is quite broad in regard to the aldehydes, including aromatic, aliphatic and heterocyclic aldehydes.Secondly, we study the synthesis of 3-(2-furanyl)indoles. The different catalyst, the mount of catalyst and the effect of solvents were discussed. The results showed that ethanol as solvent, 20 mol% of ammonium acetate as catalyst was optimized reaction conditions. This method has the advantages of easily-handled manipulation, mild reaction conditions, short reaction time, and the low cost of the catalyst. As we know it's the first report of 3-(2-furanyl)indole derivatives which are structure novel and have inherent biological activity.Thirdly, we study the synthesis of furo[2,3-b]indole derivatives by the reaction of activited methylene reagent, 2-bromobenzaldehyde and isocyanides in a one pot procedure. This strategy is easy to handle and afford equivalent yield compared with two step procedure.
Keywords/Search Tags:multicomponent reactions, isocyanides, 3-aminobenzo[d]imidazo[2,1-b]thiazole derivatives, 3-(2-furanyl)indole derivatives, furo[2,3-b]indole derivatives
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