Studies On The Functionalization Reaction Of Terminal Alkene/Isonitrile Compounds

Multiple bonds contain various categories.There are a wide range of reactions involving multiple bonds,and these reactions are able to quickly build up complex and useful molecules.The reactions involving functionalization of multiple bonds play a pivotal role in the synthesis of complicated pharmaceutical molecules,natural products,and the related intermediates,thus they are extensively applied in the field of material sciences,pesticides,and medicine,etc.So all the time,the reactions on functionalization of multiple bonds has long been a hot research topic for many chemists.The reactions on functionalization of terminal multiple bonds has advantages of high reactivity,good selectivity,and high efficiency.Due to the terminal alkene/isonitrile compounds containing multiple bonds,studies of its functionalization were frequently reported.On the basis of previous exploration in our laboratory,this thesis further studied several functionalized reactions of terminal alkene/isonitrile compounds.The main contents of this thesis include the following three chapters:1.We studied a multi-fold functionalization of terminal vinyl azide derivatives for the synthesis of nitro-substituted phenanthrides in moderate yield promoted by the NCS(N-Chlorosuccinimide)/AgNO₂nitrating system which was newly developed by our group.The reaction conditions were mild and have good compatibility with different steric and electronic effects.2.We studied the dichlorination of isonitriles for the synthesis of N-aryl carbonimidic dichlorides promoted by hypervalent iodine reagent PhICl₂with a yield of up to 98%.This reaction has advantages of mild reaction conditions,good compatibility and economic consumption of chloride atom.3.We studied the reaction of nitro-Togni's reagent with isonitriles for the synthesis of oxalyl aniline compounds.The reaction was synthesized in a medium yield by innovative use of a nitro-Togni's reagent.This study provided a new approach for the synthesis of oxalyl aniline compounds.