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-全卤代吡啶-4-基羟胺:杂环光诱导直接胺化中生成酰胺基自由基的支架

-Perhalopyridin-4-yl Hydroxylamines: Amidyl-Radical Generation Scaffolds in Photoinduced Direct Amination of Heterocycles.

作者信息

Zheng Lan, Qian Yu-En, Hu Yuan-Zhuo, Xiao Jun-An, Ye Zhi-Peng, Chen Kai, Xiang Hao-Yue, Chen Xiao-Qing, Yang Hua

机构信息

College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.

College of Chemistry and Materials Science, Nanning Normal University, Nanning 530001, Guangxi, P. R. China.

出版信息

Org Lett. 2021 Mar 5;23(5):1643-1647. doi: 10.1021/acs.orglett.1c00064. Epub 2021 Feb 15.

Abstract

Reported herein is the design and synthesis of new -perhalopyridin-4-yl hydroxylamines as shelf-stable and versatile amidyl-radical precursors. The novel amination reagents can be easily prepared via a single synthetic step from inexpensive commercially available starting materials using monoprotected HONH as amino source. The synthetic potency of the developed reagents was well demonstrated by direct amination of a series of quinoxalin-2(1)-ones and their analogues under photocatalytic conditions, even without any additive and photocatalysts.

摘要

本文报道了新型全卤代吡啶-4-基羟胺的设计与合成,其作为储存稳定且通用的酰胺基自由基前体。这些新型胺化试剂可通过单步合成,以单保护的HONH作为氨基源,从廉价的市售起始原料轻松制备。所开发试剂的合成效能在光催化条件下对一系列喹喔啉-2(1)-酮及其类似物进行直接胺化反应中得到了充分证明,甚至无需任何添加剂和光催化剂。

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