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Micelle-Enabled Hofmann Rearrangement in Water

Authors :
Xing, Xiaoqi
Zhao, Kangming
Li, Zhidong
Ye, Ning
Zhao, Nan
Guo, Fengfeng
Qiao, Chunhua
Xu, Guoqiang
Parmentier, Michael
Gallou, Fabrice
Wu, Bin
Source :
Organic Process Research & Development; July 2024, Vol. 28 Issue: 7 p2945-2950, 6p
Publication Year :
2024

Abstract

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.

Details

Language :
English
ISSN :
10836160 and 1520586X
Volume :
28
Issue :
7
Database :
Supplemental Index
Journal :
Organic Process Research & Development
Publication Type :
Periodical
Accession number :
ejs66753692
Full Text :
https://doi.org/10.1021/acs.oprd.4c00197