An Improved and Mild Wenker Synthesis of Aziridines
An Improved and Mild Wenker Synthesis of Aziridines
复制标题
氮丙啶的改良温和 Wenker 合成
DOI：
10.1055/s-0030-1257913
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发表时间：
2010-10-01
影响因子：
2.6
通讯作者：
Xu, Jiaxi
中科院分区：
文献类型：
--
作者：
Li, Xinyao;Chen, Ning;Xu, Jiaxi
对由邻位氨基醇合成氮杂环丙烷的传统Wenker法进行了改进，采用温和的反应条件。用氯磺酸将氨基醇转化为氨基醇的硫酸氢盐。硫酸盐用氢氧化钠环化，甚至用非亲核性碳酸钠环化。目前改进的方法扩展了典型Wenker合成的范围，适用于热硫酸中不稳定的氨基醇以及在强碱存在下有利于消除和氢氧化物置换的不稳定硫酸盐。
The conventional Wenker synthesis of aziridines from vicinal amino alcohols has been modified by employing mild reaction conditions. Amino alcohols were converted into their hydrogen sulfates with chlorosulfonic acid. The sulfates were cyclized with sodium hydroxide, and even with non-nucleophilic sodium carbonate. The current, improved method extends the scope of the typical Wenker synthesis and is applicable to unstable amino alcohols in hot sulfuric acid and to unstable sulfates which favor elimination and hydroxide displacement in the presence of strong base.