Han Tongyu, Wang Ke-Hu, Yang Ming, Zhao Pengfei, Wang Feng, Wang Junjiao, Huang Danfeng, Hu Yulai
College of Chemistry and Chemical Engineering, Northwest Normal University, 967 Anning East Road, Lanzhou 730070, P. R. China.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China.
J Org Chem. 2022 Jan 7;87(1):498-511. doi: 10.1021/acs.joc.1c02521. Epub 2021 Dec 16.
As novel and efficient difluoromethyl building blocks, difluoroacetohydrazonoyl bromides have been synthesized for the first time. The synthetic utility of this reagent for the construction of difluoromethyl organic compounds is demonstrated by their effective regioselective [3 + 2] cycloaddition reactions with ynones, alkynoates, and ynamides. The reactions provide a novel and efficient protocol to access difluoromethyl-substituted pyrazoles in good to excellent yields.
作为新型高效的二氟甲基结构单元，二氟乙酰腙基溴已首次合成。该试剂用于构建二氟甲基有机化合物的合成效用通过其与炔酮、炔酸酯和烯酰胺的有效区域选择性[3 + 2]环加成反应得到证明。这些反应提供了一种新颖高效的方法，能够以良好至优异的产率获得二氟甲基取代的吡唑。
