Multicomponent Reaction Study Based On Isocyanides Under Transition Metal-Catalyzed Conditions

This thesis mainly focuses on the multi-component reaction of isocyanides catalyzed by transition metals(cobalt,palladium).From the simple and easy to obtain raw materials,we are committed to the efficient construction of various nitrogen-containing heterocyclic compounds and synthesize a series of biological pharmaceutical intermediates.At the same time,we also explored the two-component reaction of copper-catalyzed anthranil with hydrazine.This paper mainly includes the following three research contents.In the second chapter,a highly efficient palladium-catalyzed multicomponent reaction of sulfonyl azide,primary amines and methyl a-lsocyanoacetates is developed.This method provoded an environmentally friendly strategy for the synthesis of tetrasubstituted imidazolidone derivatives in good to excellent yields via sulfonyl guanidine intermediate.The protocol shows a broad substrate and mild reaction condition,and new C-C,and C-N bonds were constructed via three-component reaction in one step.In the third chapter,we have synthesized a variety of nitrogen-containing heterocyclic compounds by optimizing the reaction conditions using inexpensive and readily available cobalt metal catalysts.Under the catalysis of CoF2,a three-component reaction of anthranil,sulfonyl hydrazide and isocyanide was realized,and a novel N3-quinazoline ylide was constructed in one step.In the fourth chapter,a Cu(?)/Ag(?)-catalyzed cascade reaction of anthranils with sulfonylhydrazone to construct 2-phenyl-3-sulfonyl disubstituted quinoline derivatives under mild conditions was studied.The mechanism study indicated that this reaction involves radical addition,and new C-C,C-N and C-S bonds were constructed in one step.