Xie Pei, Zheng Yating, Luo Yuping, Luo Jinyun, Wu Leifang, Cai Zhihua, He Lin
School of Chemistry and Chemical Engineering/State Key Laboratory Incubation Base for Green Processing of Chemical Engineering, Shihezi University, Shihezi 832003, P. R. China.
Analysis and Testing Center of Shihezi University, Shihezi University, Shihezi 832000, P. R. China.
Org Lett. 2023 Aug 25;25(33):6133-6138. doi: 10.1021/acs.orglett.3c02217. Epub 2023 Aug 14.
In this work, a facile and efficient method for the synthesis of sulfilimines through multicomponent reaction of arynes, sulfamides, and thiosulfonates was developed. A variety of structurally diverse substrates and functional groups were very compatible in the reaction, giving the corresponding sulfilimines in good to high yields. This protocol could be conducted on a gram scale, and the product was easily converted to sulfide and sulfoximine. Mechanism studies revealed that sulfenamide generated in situ is the key intermediate for the reaction.
在本工作中，开发了一种通过芳炔、磺酰胺和硫代磺酸酯的多组分反应合成亚磺酰亚胺的简便有效方法。各种结构多样的底物和官能团在反应中具有很好的兼容性，能以良好到高的产率得到相应的亚磺酰亚胺。该方法可进行克级规模的反应，且产物易于转化为硫化物和亚磺酰亚胺。机理研究表明，原位生成的亚磺酰胺是该反应的关键中间体。
