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Divergently Transition Metal-free Electrochemical Approaches For N-substituent Controlled Regioselective N-cyanation And C-cyanation Of Tetrahydroisoquinolines

Posted on:2022-05-17Degree:MasterType:Thesis
Country:ChinaCandidate:Y P FuFull Text:PDF
GTID:2481306539990279Subject:Chemistry
Abstract/Summary:PDF Full Text Request
As one of important skeleton in small molecules,tetrahydroisoquinolines are widely found in natural products and biological drugs.For the activation of N-H bonds and ?-C-H bonds of tetrahydroisoquinolines,traditional methods have disadvantages such as harsh conditions,complicated process,high cost and unfriendly to the environment.Therefore,the development of simple,efficient,cheap and green synthesis methods for the functionalization of tetrahydroisoquinolines is currently a hot topic in organic synthesis.Electricity is favored by researchers because of its advantages of easy availability,green and sustainability,therefore,electrocatalytic organic synthesis has made great progress in recent years.In this paper,the construction of N-CN bond and?-C-CN bond has been performed respectively by using tetrahydroisoquinolines and N-aryl tetrahydroisoquinolines as substrates transition metal free,which provides new methods for the functionalization of these compounds.The research content of the thesis is: the reaction of N-H bonds of tetrahydroisoquinolines with TMSCN in acetonitrile to synthesize N-CN bonds with TBAB and KF as additives under constant current mode at room temperature under air conditions;Furthermore,in nitrogen condition,the reaction of ?-C-H bond of N-aryltetrahydroisoquinolines with TMSCN in acetonitrile to build ?-C-CN bonds by changing the reaction atmosphere to nitrogen at room temperature.
Keywords/Search Tags:Electrocatalytic organic synthesis, tetrahydroisoquinoline, N-aryltetrahydroisoquinoline, C-CN bond, N-CN bond
PDF Full Text Request
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