Citation: Yongjiao Wei, Yinghui Liu, Lan-Gui Xie. Dehydrative Beckmann rearrangement and the following cascade reactions[J]. Chinese Chemical Letters, ;2022, 33(5): 2407-2410. doi: 10.1016/j.cclet.2021.10.020 shu

Dehydrative Beckmann rearrangement and the following cascade reactions

Yongjiao Wei ^a ,
Yinghui Liu ^b ,
Lan-Gui Xie ^{a, *,}

a.
School of Chemistry and Materials Science, Jiangsu Collaborative Innovation Center of Biomedical Functional Materials, Nanjing Normal University, Nanjing 210023, China
b.
College of Life Sciences, Nanjing Normal University, Nanjing 210023, China

xielg@njnu.edu.cn

Received Date: 3 August 2021
Revised Date: 8 October 2021
Accepted Date: 11 October 2021
Available Online: 16 October 2021

Figures(6)

The Beckmann rearrangement has been predominantly studied for the synthesis of amide and lactam. By strategically using the in situ generated Appel's salt or Mitsunobu's zwitterionic adduct as the dehydrating agent, a series of Beckmann rearrangement and following cascade reactions have been developed herein. The protocol allows the conversion of various ketoximes into amide, thioamide, tetrazole and imide products in modular procedures. The generality and tolerance of functionalities of this method have been demonstrated.
- Beckmann rearrangement,
- Multiple components reaction,
- Amide,
- Thioamide,
- Tetrazole
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