Hydrated nickel(Ⅱ) halides mediated ring opening reaction with N-tosylaziridines  

作　　者：Wan Xuan Zhang Wei Gang Hu Li Su Li Qin Liu 

机构地区：[1]Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules,Hubei University,Wuhan 430062,China

出　　处：《Chinese Chemical Letters》2012年第3期285-288,共4页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China(No20872031);Hubei Provincial Department of Eduction(NoT200701)

摘　　要：An efficient and water tolerant method for the synthesis ofβ-haloamines is described utilizing hydrated nickel（Ⅱ） halides （NiX_2ⅩnH_2O X = Cl,Br,I） and aziridines as starting materials.N-Tosylaziridines reacted with NiCl_2·6H_2O or NiI_2·6H_2O givingβ-chloro -orβ-iodoamines in high yields（73-99%） within a short time,but 10 mol%of n-Bu_4NBr should be added in the reactions of N-tosylaziridines with NiBr_2·3H_2O in order to obtain the high yields of correspondingβ-bromoamines.Solvent played an important role in the reactions.The proper solvent for the reaction of NiCl_2·6H_2O was DMF,while NiBr_2·3H_2O or NiI_2·6H_2O proceeded well in 1,4-dioxane.An efficient and water tolerant method for the synthesis ofβ-haloamines is described utilizing hydrated nickel（Ⅱ） halides （NiX_2ⅩnH_2O X = Cl,Br,I） and aziridines as starting materials.N-Tosylaziridines reacted with NiCl_2·6H_2O or NiI_2·6H_2O givingβ-chloro -orβ-iodoamines in high yields（73-99%） within a short time,but 10 mol%of n-Bu_4NBr should be added in the reactions of N-tosylaziridines with NiBr_2·3H_2O in order to obtain the high yields of correspondingβ-bromoamines.Solvent played an important role in the reactions.The proper solvent for the reaction of NiCl_2·6H_2O was DMF,while NiBr_2·3H_2O or NiI_2·6H_2O proceeded well in 1,4-dioxane.

关 键 词：N-Tosylaziridines Hydrated nickel（Ⅱ） halides Ring opening reaction β-Haloamines 

分 类 号：TQ028.8[化学工程] TQ172.14