C-H Bond Alkylation And Aminocarbonylation Reaction Of N-heteroarenes

N-heteroarenes such as pyridines,quinolines and isoquinolines are widely existed in natural products,pharmaceuticals,agrochemicals,functional materials and organic synthetic ligands.Thus the development of new methodologies for the straightforward chemical modification of N-heteroarenes has received a great deal of attention.The main contents of this paper are the cross dehydrogenation coupling reaction of N-heteroarenes with cyclic ether under silver catalysis and the aminocarbonylation reaction with isocyanate under metal-free conditions.1.A new strategy for the straightforward alkylation of N-heteroarenes under mild conditions was developed.It employed silver catalyst for the cross dehydrogenative coupling between N-heteroarenes and simple ethers to construct a new C（sp²）-C（sp³）bond.This reaction was carried out in water under room temperature and applicable to various N-heteroarenes such as pyridines,quinolines and isoquinolines derivatives with good functional group compatibility.2.A C-C bond forming amide synthesis through direct C-H aminocarbonylation of N-heteroarenes with isocyanides was developed.The reaction was mediated by an inorganic persulfate salt under transition metal-free conditions.Mechanistic studies suggested a radical pathway for this reaction without the participation of H₂O and O₂.This method also showed merits of substrate availability,easy operation and atom economy.It provided an efficient route for straightforward synthesis of N-heteroaryl amides.