The Buchwald And Hiyama Types Cross-coupling Reactions Of Di(hetero)aryl Disulfides

With the rapid development of transition metal catalyzed organic synthesis in recent decades,Buchwald reaction and Hiyama reaction have been widely used in chemical production and drug synthesis,which is one of the effective measures for the construction of carbon nitrogen and carbon carbon bonds.Electrophilic reagents of organic halides and sulfonates showed a high reactivity and selectivity in traditional Buchwald and Hiyama coupling reactions.It is found that these electrophilic reagents It is found that these electrophilic reagents are harmful to the environment,generate a lot of halogen-containing by-products after the reaction finish,and trifluoromethanesulfonic acid ester is not stable in water.Consequently,the search for alternative electrophiles as novel substrates to organic halides for the cross-coupling reactions has been the focus of much attention.In this paper,based on the related reactions of disulfides in our research group in recent years,we have developed and perfected the coupling reactions of Buchwald and Hiyama,which are involved 1,2-di（pyrimidin-2-yl）disulfides.The main contents research are as follows:1.The research progress of sulfonates,three fluoromethulfonate,and other quasi halogenated aromatics in Buchwald and Hiyama coupling reactions is reviewed.2.Using Pd（OAc）₂ as a catalyst and CuTC as a promoter,the Buchwald coupling reaction of 1,2-di（pyrimidin-2-yl）disulfides with various nitrogenous heterocyclic amines was studied.The products structure was confirmed by ¹H NMR,¹³C NMR and HRMS.3.Using Pd（OAc）₂ as a catalyst and CuTC as a promoter,the construction of the C-C bond of 1,2-di（pyrimidin-2-yl）disulfides with phenyltrimethoxysilane was studied in the presence of TBAF.The products structure was confirmed by ¹H NMR,¹³C NMR and HRMS.