Radical Arylaminoformylation of Activated Alkenes to Amides Containing All-Carbon Quaternary Stereocenters

Radical Arylaminoformylation of Activated Alkenes to Amides Containing All-Carbon Quaternary Stereocenters
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活化烯烃自由基芳氨基甲酰化为含有全碳季立构中心的酰胺

DOI:
10.1002/ejoc.202201378
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发表时间:
--
影响因子:
2.8
通讯作者:
Ming Yuan
Ming Yuan
中科院分区:
化学3区
文献类型:
--
作者:
Jing Liu;Baohui Zhang;Junjie Hu;Zhenpeng Qiu;Xinyan Chen;Xianxiang Tian;Qi Wang;Guohua Zheng;Ming Yuan

文献摘要

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在这里,我们报道了通过自由基aminoformylation/aryl‐migration/desulfonylation级联,Ag+/S2O82−诱导的含有全碳四元立体中心的功能化琥珀酰二胺的方法。改进的工艺是通过自由基斯迈尔斯重排,使用容易获得且价格低廉的草酸单酰胺作为氨甲酰基的前体。此外,对氧气和水的耐受性、操作简单、试剂方便以及可扩展性,增强了所提出的合成策略的实用价值。
Herein we report an Ag+/S2O82−inducted measure for functionalized succinyl diamides bearing an all‐carbon quaternary stereocenter via a radical aminoformylation/aryl‐migration/desulfonylation cascade. The improved process is developed employing readily available and inexpensive oxalic monoamide as a carbamoyl radical precursor through radical Smiles rearrangement. Additionally, the tolerance to oxygen and water, operational simplicity, convenient reagents, as well as scalability, enhance the practical value of the proposed synthesis strategy.