1,3-Dibromo-5,5-dimethylhydantoin (DBH) mediated one-pot syntheses of alpha-bromo/amino ketones from alkenes in water.
1,3-Dibromo-5,5-dimethylhydantoin (DBH) mediated one-pot syntheses of alpha-bromo/amino ketones from alkenes in water.
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1,3-二溴-5,5-二甲基乙内酰脲 (DBH) 介导从水中的烯烃一锅法合成 α-溴/氨基酮。
DOI：
10.1039/c6ob02200f
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发表时间：
2016
影响因子：
3.2
通讯作者：
Zhang Wei
中科院分区：
文献类型：
--
作者：
Xu Senhan;Wu Ping;Zhang Wei
α-溴代酮是一种用途广泛的中间体，具有很高的实用价值。这些化合物的传统方法限于相对危险/复杂的试剂组合、长反应时间、使用非环境友好的溶剂或有限的底物范围。本文介绍了一种以1，3-二溴-5，5-二甲基乙内酰脲（DBH）为溴源和氧化剂同时从烯烃制备α-溴代酮的新方法。这种易于进行的两步一锅法在水中进行，并提供了多种α-溴代酮的高产率。向中间体α-溴酮中添加胺进一步使得能够以一锅法顺序制备α-氨基酮。
α-Bromo ketones are versatile intermediates of high practical utility. Traditional approaches to these compounds are restricted to a relatively hazardous/complex reagent combination, a long reaction time, the use of non-environmentally friendly solvents, or a limited substrate scope. Herein, we describe the development of a new methodology for the preparation of α-bromo ketones from alkenes using 1,3-dibromo-5,5-dimethylhydantoin (DBH) as a bromine source and an oxidant simultaneously. This easy to carry out two-step one-pot protocol proceeds in water and provides high yield of a great variety of α-bromo ketones. Addition of an amine to the intermediate α-bromo ketone further enables the preparation of α-amino ketones in a one-pot sequence.