Wang Qing-Dong, Liu Xiang, Zheng Ya-Wen, Wu Yuan-Shuai, Zhou Xiaocong, Yang Jin-Ming, Shen Zhi-Liang
School of Pharmacy, Yancheng Teachers University, Yancheng 224007, China.
College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, China.
Org Lett. 2024 Jan 12;26(1):416-420. doi: 10.1021/acs.orglett.3c04180. Epub 2023 Dec 31.
A reductive amidation of triazine esters with nitroarenes by using cheap iron as a reducing metal in the presence of TMSCl in DMF was developed. The reactions proceeded efficiently under transition metal-free conditions to give the corresponding amides in moderate to good yields with good functional group compatibility. Preliminary mechanistic investigations indicated that nitrosobenzene, -phenyl hydroxylamine, azoxybenzene, azobenzene, aniline, and -arylformamide possibly served as the intermediates of the reaction.
开发了一种在DMF中，以廉价铁作为还原金属，在TMSCl存在下，三嗪酯与硝基芳烃的还原酰胺化反应。该反应在无过渡金属条件下高效进行，以中等至良好的产率得到相应的酰胺，且具有良好的官能团兼容性。初步机理研究表明，亚硝基苯、苯胲、氧化偶氮苯、偶氮苯、苯胺和芳基甲酰胺可能是该反应的中间体。
