Ma Haojie, Zhou Xiaoqiang, Zhan Zhenzhen, Wei Daidong, Shi Chong, Liu Xingxing, Huang Guosheng
State Key Laboratory of Applied Organic Chemistry, Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province, Department of Chemistry, Lanzhou University, Lanzhou, 730000, China.
Org Biomol Chem. 2017 Sep 13;15(35):7365-7368. doi: 10.1039/c7ob01636k.
Copper catalyzed chemoselective cleavage of the C(CO)-C(alkyl) bond leading to C-N bond formation with chelation assistance of N-containing directing groups is described. Inexpensive Cu(ii)-acetate serves as a convenient catalyst for this transformation. This method highlights the emerging strategy to transform unactivated alkyl ketones into amides in organic synthesis and provides a new strategy for C-C bond cleavage.
描述了铜催化的C(CO)-C(烷基)键的化学选择性裂解,在含氮导向基团的螯合辅助下形成C-N键。廉价的醋酸铜作为这种转化的便捷催化剂。该方法突出了在有机合成中将未活化的烷基酮转化为酰胺的新兴策略,并为C-C键裂解提供了新策略。