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Bromination of codeine and its derivatives: Revisiting a 95 year old process
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2020-07-20 , DOI: 10.1016/j.tetlet.2020.152234
Samira Barmaki , Arlene Ali , Jean-Paul Desaulniers , Yuri Bolshan

A safe and practical methodology was developed for the bromination of codeine and its derivatives using NBA (N-bromoacetamide) in the presence of TFAA (trifluoroacetic anhydride). The described protocol provides a viable alternative to the commonly used approach developed about a century ago, which requires hydrogen bromide gas as a reagent. In contrast, this facile and safe bromination occurs under mild conditions, has a broad scope, and provides the desired products in good to excellent yields.



中文翻译:

可待因及其衍生物的溴化:重温已有95年历史的过程

在存在TFAA(三氟乙酸酐)的情况下,使用NBA(N-溴乙酰胺)对可待因及其衍生物进行溴化开发了一种安全实用的方法。所描述的方案为大约一个世纪前开发的常用方法提供了可行的替代方法,该方法需要溴化氢气体作为试剂。相反,这种简便而安全的溴化反应在温和的条件下发生,具有广泛的适用范围,并能以良好或优异的收率提供所需的产品。

更新日期:2020-08-06
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