通过亚胺基自由基介导的形式1,3-氢原子转移/自由基偶联串联反应合成α-二磺酰基烯胺
Synthesis of -Disulfonyl Enamines via an Iminyl-Radical-Mediated Formal 1,3-HAT/Radical Coupling Cascade.
作者信息
Fang Zhongxue, Zhang Yujie, Zhang Zhansong, Song Qingming, Wu Yong, Liu Zhaohong, Ning Yongquan
机构信息
School of Chemistry and Environmental Engineering, Yancheng Teachers University, Yancheng City 224007, People's Republic of China.
Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun 130024, People's Republic of China.
出版信息
Org Lett. 2022 Sep 9;24(35):6374-6379. doi: 10.1021/acs.orglett.2c02277. Epub 2022 Aug 26.
We herein report the first example of an iminyl-radical-mediated formal 1,3-HAT/radical coupling cascade of vinyl azides leading to the synthesis of tetrasubstituted -disulfonyl enamines. It is possible to employ a variety of vinyl azides and sulfinate salt coupling elements without sacrificing effectiveness and scalability. The combination of experimental studies and DFT calculations showed that this reaction proceeds via a radical addition/formal 1,3-HAT/radical coupling mechanism.
我们在此报告了首例亚胺基自由基介导的乙烯基叠氮化物的形式上的1,3-氢原子转移/自由基偶联级联反应，该反应可用于合成四取代的二磺酰基烯胺。在不牺牲有效性和可扩展性的情况下，可以使用多种乙烯基叠氮化物和亚磺酸盐偶联元素。实验研究和密度泛函理论（DFT）计算相结合表明，该反应通过自由基加成/形式上的1,3-氢原子转移/自由基偶联机理进行。
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