The Research From "Inorganic Nitrogen Salt" To "Organic Nitrogen-containing Functional Molecule"

Organic nitrogen compounds as common structural unit in biological metabolic products,widely exist in nature.Based on their important physiological and pharmacological activity,organic nitrogen compounds were widely applicated in food,medicine,agriculture,material,etc.Scientists pay close attention to the synthesis of organic nitrogen compound s because of their widespread application and market demand.O ur group has been focused on using green,stable and cheap inorganic sulfur to build kinds of organic sulfur compounds.O n the basis of this strategy,this paper using inorganic sodium azide as a nitrogen source,finished the construction of organic nitrogen compound.The thesis includes two major parts:Part I:Construction of carbazole and acridineSodium azide was used as a nitrogen soure and aromatic hypervalent iodine compounds were used as substrates in this paper.Under the key nitrogen-iodine exchange reaction catalyzed by low-cost C u?I?,a brand new method was developed to synthesize carbazole and acridine.This reaction has good substrate universality.At the same time,this paper accomplished the synthesis of anti-inflammatory drug Carprofen and precursor of indicator Acridine orange.Finally,based on the control experiment,we proposed a possible mechanism for this new method.Part II:Construction of sulfonamideOn the basis of the first part,we once again used sodium azide as nitrogen source,the environmental friendly sodium metabisulfite as“SO₂”source,implemented the synthesis of organic sulfonamide.By using the transition-metal free,mild condition and simple operation methodology,we achieved the one-step multicomponent synthesis of desired product.Avoided the use of tranditional sulfonamide construction method,which exist the following problems:catalyst compatibility,using of oxidant,step diseconomy,using of toxic stink mercaptan.The widely compatibility of substrates indicated the method is practical.Finally,by using the method,we realized the synthesis of sulfanilamide drugs.