通过化学选择性氧胺化反应得到α-磺酰胺酮的烯烃电化学二官能化反应

IF 1.8 3区 化学 Q3 CHEMISTRY, ORGANIC
Synthetic Communications Pub Date : 2026-04-03 Epub Date: 2026-03-19 DOI:10.1080/00397911.2026.2646265
Yu Liu (Validation) , Xiufeng Zhang (Formal analysis) , Zhangyang Shen (Data curation) , Xinyu Bu (Investigation) , Yingying Deng (Methodology) , Shengjun Li (Investigation) , Huanwen Chen (Supervision) , Pingnan Wan (Data curation) , Yang Wan (Supervision) , Sheng Zhang Liu (Writing – original draft Writing – review & editing)
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引用次数: 0

摘要

烯烃的氧胺化反应是制备α-氨基酮的直接途径,是有机合成中有价值的支架材料。因此,正在积极谋求为这种转变发展一种实际的方法。在这里,我们报告了一种烯烃的电氧化氧胺化,它利用现成的O2作为绿色氧源,消除了对外部氧化剂的需要。该策略具有设置简单,底物范围广,条件温和,原子经济性高的特点,可以将胺转化为各种功能化的α-磺基胺酮。并将该方法应用于天然产物盐藻碱的合成。机理研究提出了一种由电化学生成氮中心自由基引发的途径,这些自由基随后加入到烯烃中。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Electrochemical difunctionalization of alkenes via chemoselective oxo-amination to access α-sulfonylamino ketones
The oxo-amination of alkenes represents a straightforward route to prepare α-amino ketones, which are valuable scaffolds for organic synthesis. The development of a practical method for this transformation is therefore actively being pursued. Herein, we report an electro-oxidative oxo-amination of alkenes that employs readily available O2 as a green oxygen source, eliminating the need for an external oxidant. This strategy features a simple setup, broad substrate scope, mild conditions, and high atom economy, enabling the conversion of amines into diversely functionalized α-sulfonylamino ketones. Furthermore, the method was applied to the synthesis of the natural product halostachine. Mechanistic studies suggest a pathway initiated by the electrochemical generation of nitrogen-centred radicals, which subsequently add to alkenes.
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来源期刊
Synthetic Communications
Synthetic Communications 化学-有机化学
CiteScore
4.40
自引率
4.80%
发文量
156
审稿时长
4.3 months
期刊介绍: Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.
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