Dehydrative Beckmann rearrangement and the following cascade reactions

Dehydrative Beckmann rearrangement and the following cascade reactions
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脱水贝克曼重排和以下级联反应

DOI:
10.1016/j.cclet.2021.10.020
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发表时间:
2022-04-27
影响因子:
9.1
通讯作者:
Xie, Lan-Gui
Xie, Lan-Gui
中科院分区:
化学1区
文献类型:
--
作者:
Wei, Yongjiao;Liu, Yinghui;Xie, Lan-Gui

文献摘要

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贝克曼重排反应主要用于酰胺和内酰胺的合成。通过策略性地使用原位生成的阿佩尔盐或Mitsunobu两性离子加合物作为脱水剂,本文开发了一系列贝克曼重排和随后的级联反应。该方案允许在模块化程序中将各种酮肟转化为酰胺、硫代酰胺、四唑和酰亚胺产物。证明了该方法的通用性和容错性。(C)2021年由Elsevier B.V.代表中国化学会和中国医学科学院药物研究所发布。
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. (C) 2021 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.