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Applications Of Isocyanide Insertion In The Synthesis Of Diazoles

Posted on:2016-03-30Degree:MasterType:Thesis
Country:ChinaCandidate:X Y FanFull Text:PDF
GTID:2284330464950496Subject:Medicinal Chemistry
Abstract/Summary:PDF Full Text Request
In the past decades, the applications of transition metal-catalyzed isocyanide insertion as C1 building blocks instead of carbon monoxide has been getting more and more attention. A large amount of approaches have been reported for the synthesis of pharmacologically activitive compounds. Isocyanide insertion reactions recently reported mainly concentrate on the carbonylative or imidoylative reactions of nitrogen and oxygen nucleophiles. Therefore, this thesis mainly reports transition-metal catalyzed isocyanide insertion and further coupling of nitrogen nucleophiles to bulid C-N bond. The mechanism of this reaction is supposed to arise from palladium-catalyzed coupling reaction, and through finally elimination of tert-butylamine to generate 1,3,4-oxadiazoles. In our further study, we changed substrates with corresponding sulfur substituted substrates. To our surprise, we use similar methods to synthesis 1,3,4-thiadiazoles.
Keywords/Search Tags:isocyanide insert, transition metal catalysis, oxadiazoles, thialdiazoles
PDF Full Text Request
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