Palladium-catalyzed The Reaction Of Aminal Via C-N Cleavage

Amine(alkyl or aryl amine)is one kind of important organic compounds which exist widely in nature.Chemical researchers have been devoting their efforts to using it to construct usable functional materials or drug intermediates.Among a lot of methods about converting amine to organic functional materials,transition metal catalysis has attracted more and more attention in recent years.This work is mainly focused on palladium-catalyzed reactions between aminal and allene or boronic acid to syntheses the corresponding organic nitrogen compounds.It could be described as follows:1.We have reported a method to construct 1,3-diamine using allene and aminal as substrate via Pd-catalyzed C-N bond activation.After screening the reaction conditions,including solvent,feeding ratio,temperature,catalyst,ligand,counter cation,etc.,the optimum condition is chosen.Then we examined the scope of allenes and aminals.At last,we did several experiments to gain insight into possible mechanism for this reaction,among this process,the important intermediate ?-allylpalladium complex was separated and characterized by NMR,HRMS and X-ray crystal.2.We reported a practical and efficient synthetic method for synthesis of benzylic tertiary amines by using aminal and arylboronic acids,the reaction could proceed without any metals,but could be promoted by water,this phenomenon illustrated that this reaction indeed is a Petasis Borono-Mannich(PBM)reaction,furthermore,we found that a three-component reaction of arylboronic acid,paraformaldehyde,and secondary amine also could readily occurred to give the corresponding tertiary amines under mild reaction condition.