Halogen-Bond-Promoted α-C-H Amination of Ethers for the Synthesis of Hemiaminal Ethers

Halogen-Bond-Promoted α-C-H Amination of Ethers for the Synthesis of Hemiaminal Ethers
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卤素键促进的 α-C-H 醚胺化用于合成半缩醛胺醚

DOI:
10.1002/adsc.201800006
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发表时间:
2018
影响因子:
5.4
通讯作者:
Jiajia Cheng
Jiajia Cheng
中科院分区:
化学2区
文献类型:
--
作者:
Zhangjin Pan;Zhenwei Fan;Beili Lu;Jiajia Cheng

文献摘要

相似文献

实现了一种简单的卤键促进的α-C-−与N-−-H化合物与醚/硫醚的胺化反应。在低成本和容易获得的全氟丁基碘存在下,各种半氨基醚衍生物,包括有价值的肼基半氨基醚,在热或可见光照射条件下被快速组装。机理研究表明,卤键加合物的形成和自由基链途径可能是可行的。通过抗病毒和抗肿瘤药物替加氟的制备,证明了该方法的综合应用。
A simple halogen‐bond‐promoted α‐C−H amination of ether/thioether with a variety of N−H compounds has been accomplished. In the presence of low‐cost and readily available perfluorobutyl iodide, a diverse range of hemiaminal ether derivatives, including the valuable hydrazone hemiaminal ethers, were quickly assembled under thermal or visible‐light irradiation conditions. Mechanistic studies suggest that a halogen‐bond adduct was formed and a radical chain pathway might be operative. Synthetic application of the method has been demonstrated via the preparation of the anti‐viral and anti‐tumor drug, Tegafur.