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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 of β-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 giving β -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. 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.