Gui Qing-Wen, Ying Shengneng, Liu Xin, Wang Jianfang, Xiao Xuliang, Liu Zhuoliang, Wang Xia, Shang Yanxue, Li Qiang
College of Chemistry and Materials Science, Hunan Agricultural University, Changsha, Hunan 410128, People's Republic of China.
College of Science, National University of Defense Technology, Changsha 410128, People's Republic of China.
Org Biomol Chem. 2024 Aug 14;22(32):6605-6611. doi: 10.1039/d4ob00875h.
A BF·OEt-mediated transamidation between unactivated amides and amines is reported, enabling access to diverse secondary and tertiary amides under transition-metal-free and solvent-free conditions. The operationally simple procedure provides a novel manifold for converting amide-amide bonds with excellent chemoselectivity. In particular, a series of amides including challenging thioamides enable direct transamidation to products with modest to excellent yields. Meanwhile, additional experiments were conducted to elucidate the mechanism of this transformation, and a plausible mechanism was proposed based on the results and related literature.
报道了一种BF·OEt介导的未活化酰胺与胺之间的转酰胺反应，可在无过渡金属和无溶剂条件下制备多种仲酰胺和叔酰胺。该操作简单的方法为以优异的化学选择性转化酰胺-酰胺键提供了一种新方法。特别是，一系列酰胺，包括具有挑战性的硫代酰胺，都能直接进行转酰胺反应，生成产率适中至优异的产物。同时，进行了额外的实验以阐明这种转化的机理，并根据实验结果和相关文献提出了一种合理的机理。
