Reaction Method Study On Copper-Promoted Desulfitative N-Arylation Of Sulfonamides And Sulfoximines With Sodium Arylsulfinates

Sulfonamides and sulfoximines derivatives were present in a wide variety of biologically active molecules.Meanwhile,The differents bioactivity of sulfoximines derivatives were studied to Pharmacologist,since the first antibacterials"sulfanilamide" was discovered.For example,anticancer,antiviral,antineoplastic and antidiabetic.As the exceptive structure for sulfoximines derivatives,It has been exhibiting some special activities in new type of nicotinic insecticide and new chiral ligands.Although,the various synthetic method of N?Arylation sulfonamide and sulfoximines have been reported in recent years.The arylation of sulfonamides and sulfoximines with sodium arylsulfinatesc method smooth translated desired prouct never been discovered.Generally,expensive palladium catalysts and occasionally copper or silver co-catalysts were crucial to the desulfitative reactions but copper catalysts achived this reaction almost no one reported.Based on the results of the researched,we preferred to by disclose a practical and general method for arylation of sulfonamides and sulfoximines with sodium arylsulfinates by assistance of an inexpensive copper salt.1.A highly efficient synthetic method for copper dichloride promoted desulfitative N?Arylation of Sulfonamides with arylsulfinates was established.The series of desired N-arylsulfonamides were successfully synthesized via breaking of C-S bond formation C-N bond.This transformationcan tolerate various functional groups well,and provide a convenient way for the synthesis of N-arylsulfonamides.2.Use of Cu(OAc)2(20 mol%)instead of CuCl2(50 mol%)made the reaction of sulfonamides with arylsulfinates take place smoothly aslo.Andthen,the limitations and scope on sulfonamides and sodium arylsulfinates were checked.Generally,NH-sulfoximines exhibited higher efficiency than sulfonamides.Moreover,through the results of the control reactions and literal investigations,the possible mechanism were proposed in this research.Under the optimal conditions,twenty-three N-arylation sulfoximine derivatives were ultimately synthesized and all of then were characterized by 1H NMR,13C NMR,IR,MS and HRMS.What's more,copper catalysis desulfitative N-Arylation of sulfoximine with arylsulfinates was reported at first athough the methods in N?Arylation of sulfoximine have been developed,and enriched the way for the synthesis of N-arylsulfoximine.