Hydrated nickel (II) halides mediated ring opening reaction with N-tosylaziridines |
| |
Authors: | Wan Xuan Zhang Wei Gang Hu Li Su Li Qin Liu |
| |
Affiliation: | Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei University, Wuhan 430062, China |
| |
Abstract: | An efficient and water tolerant method for the synthesis of β-haloamines is described utilizing hydrated nickel (II) halides (NiX2.nH2O X= Cl, Br, I) and aziridines as starting materials. N-Tosylaziridines reacted with NiCl2.6H2O or NiI2.6H2O giving β-chloro- or β-iodoamines in high yields (73~99 %) within a short time, but 10 mol% of n-Bu4NBr should be added in the reactions of N-tosylaziridines with NiBr2.3H2O in order to obtain the high yields of corresponding β-bromoamines. Solvent played an important role in the reactions. The proper solvent for the reaction of NiCl2.6H2O was DMF, while NiBr2.3H2O or NiI2.6H2O proceeded well in 1, 4-dioxane. |
| |
Keywords: | N-Tosylaziridines Hydrated nickel (II) halides Ring opening reaction &beta -Haloamines |
本文献已被 CNKI ScienceDirect 等数据库收录! |
| 点击此处可从《中国化学快报》浏览原始摘要信息 |
|
点击此处可从《中国化学快报》下载全文 |