Wu Zijun, Wang Jian
School of Pharmaceutical Sciences, Key Laboratory of Bioorganic Phosphorous Chemistry & Chemical Biology (Ministry of Education) , Tsinghua University , Beijing , 100084 , China.
Org Lett. 2018 Dec 7;20(23):7607-7610. doi: 10.1021/acs.orglett.8b03338. Epub 2018 Nov 29.
An unprecedented example of NHC-catalyzed chemoselective S-O bond cleavage of dinitrobenzenesulfonic carbamates is described. This protocol features several advantages, including mild reaction conditions, broad substrate scope, and operational simplicity, which allows it to be an attractive synthetic method for hydroxylamine synthesis. Notably, dinitrobenzenesulfonic carbamates not only work as "O" synthons but also serve as an efficient oxidant in this reaction.
本文描述了一个前所未有的例子，即氮杂环卡宾催化二硝基苯磺酸氨基甲酸酯的化学选择性S-O键断裂。该方法具有几个优点，包括反应条件温和、底物范围广和操作简单，使其成为一种有吸引力的羟胺合成方法。值得注意的是，二硝基苯磺酸氨基甲酸酯不仅作为“O”合成子起作用，而且在该反应中还作为一种有效的氧化剂。
