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Micelle-Enabled Hofmann Rearrangement in Water
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2024-06-28 , DOI: 10.1021/acs.oprd.4c00197
Xiaoqi Xing 1, 2 , Kangming Zhao 1 , Zhidong Li 1 , Ning Ye 1 , Nan Zhao 1 , Fengfeng Guo 1 , Chunhua Qiao 2 , Guoqiang Xu 2 , Michael Parmentier 3 , Fabrice Gallou 3 , Bin Wu 1, 2
Affiliation  

An environmentally sustainable approach for the Hofmann rearrangement was developed. The presence of nanomicelles allows such a transformation to proceed smoothly in mild conditions with water as the sole reaction medium compared to traditional methods, which use significant amounts of organic solvents. A variety of amides containing functional groups have been constructed under these conditions, affording the compounding amine product in good to excellent yields (up to 99%). The process was scaled up and proven to be robust for its implementation in the synthesis of pharmaceutically relevant compounds.

中文翻译:


水中胶束启用的霍夫曼重排



开发了一种环境可持续的霍夫曼重排方法。与使用大量有机溶剂的传统方法相比,纳米胶束的存在使得这种转化能够在温和的条件下顺利进行,以水作为唯一的反应介质。在这些条件下构建了多种含有官能团的酰胺,以良好至优异的收率(高达 99%)提供复合胺产品。该工艺已扩大规模,并被证明在药物相关化合物的合成中的实施是稳健的。
更新日期:2024-06-30
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