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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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.
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.