期刊
CURRENT ORGANIC CHEMISTRY
卷 24, 期 4, 页码 465-471出版社
BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1385272824666200226114306
关键词
alpha-hydroxyphosphonate; benzyl phosphate; phospha-brook rearrangement; mechanism; catalytic conditions
资金
- National Research, Development and Innovation Office [K119202]
- Ministry of Human Capacities of Hungary
- Hungarian Academy of Sciences [BO/00130/19/7]
- New National Excellence Program of the Ministry of Human Capacities [UNKP-19-4-BME-444]
The phospha-Brook rearrangement of dialkyl 1-aryl-1-hydroxymethylphosphonates (HPs) to the corresponding benzyl phosphates (BPS) has been elaborated under solid-liquid phase transfer catalytic conditions. The best procedure involved the use of triethylbenzylammonium chloride as the catalyst and Cs(2)CO(3 )as the base in acetonitrile as the solvent at room temperature. The substrate dependence of the rearrangement has been studied, and the mechanism of the transformation under discussion was explored by quantum chemical calculations. The key intermediate is an oxaphosphirane. The one-pot version starting with the Pudovik reaction has also been developed. The conditions of this tandem transformation were the same, as those for the one-step HP -> BP conversion.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据