Study On ?-carbon Oxidative Cyanation Of Tertiary Amines Using AIBN As Cyanide Source

?-Amino nitriles are organic synthesis intermediates with great practical value,which can undergo a variety of structural derivatization due to the special structural features.These derivatives are also pharmaceutically active,so the ?-amino nitriles' syntheses are very important.In this paper,the specific use of ?-amino nitriles in organic synthesis was summarized.The ?-amino nitriles can be used as a nucleophile and electrophile,which derive a series of highly efficient chemical reactions.The current status of ?-amino nitriles' syntheses in the world also introduced in this paper,which are mainly accomplished by using transition metal catalysis.However,this can inevitably lead to weaknesses such as poor economical and environmental unfriendliness.And the cyanide sources are generally inorganic salt cyanides,and various organic cyanides,which are mostly highly toxic.In view of the above problems,this paper successfully explored the construction of 2-(methyl(phenyl)amino)acetonitrile and the determination of optimal reaction condition under the metal-free system,using AIBN as a low toxic cyano source.Then,under the optimal reaction condition,the aryl group and the alkyl group of the substrates were respectively modified to explore the substrate universality of the reaction,and a series of ?-amino nitriles' derivatives were efficiently synthesized.Finally,two parallel mechanisms with generating cyano radicals and no cyano radicals were proposed.This not only makes an important breakthrough for the use of AIBN as a cyano source,but provides a completely new synthetic approach guide for the construction of ?-amino nitriles.