Qin Gan-Qi, Wang Jiao, Cao Xu-Rong, Chu Xue-Qiang, Zhou Xiaocong, Rao Weidong, Zhai Li-Xin, Miao Chengping, Shen Zhi-Liang
Technical Institute of Fluorochemistry (TIF), School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.
College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, China.
J Org Chem. 2024 Sep 20;89(18):13735-13743. doi: 10.1021/acs.joc.4c01399. Epub 2024 Aug 30.
With the assistance of nickel as catalyst, 2,2'-bipyridine (bpy) as ligand, and manganese as reducing metal, the reductive amidation of isocyanates with readily accessible aryl fluorosulfates could be successfully accomplished. The reactions proceeded effectively via C-O bond activation in DMF at room temperature, enabling the facile synthesis of a range of structurally diverse amides in moderate to high yields with broad functionality compatibility. In addition, the synthetic usefulness of the method was further demonstrated by applying the reaction in scale-up synthesis and the late-stage functionalization of complex molecules with biological activities.
在镍作为催化剂、2,2'-联吡啶(bpy)作为配体以及锰作为还原金属的辅助下,异氰酸酯与易于获得的芳基氟硫酸盐的还原酰胺化反应能够成功实现。反应在室温下于N,N-二甲基甲酰胺(DMF)中通过C-O键活化有效地进行,能够以中等到高的产率轻松合成一系列结构多样的酰胺,且具有广泛的官能团兼容性。此外,通过将该反应应用于放大合成以及具有生物活性的复杂分子的后期官能化,进一步证明了该方法的合成实用性。