Synthesis of Difluoromethylated Pyrazoles by the [3 + 2] Cycloaddition Reaction of Difluoroacetohydrazonoyl Bromides,The Journal of Organic Chemistry

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Synthesis of Difluoromethylated Pyrazoles by the [3 + 2] Cycloaddition Reaction of Difluoroacetohydrazonoyl Bromides
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2021-12-16 , DOI: 10.1021/acs.joc.1c02521
Tongyu Han ₁ , Ke-Hu Wang ₁ , Ming Yang ₁ , Pengfei Zhao ₁ , Feng Wang ₁ , Junjiao Wang ₁ , Danfeng Huang ₁ , Yulai Hu _{1,

2}

Affiliation

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.

中文翻译：

二氟乙酰腙酰溴的[3+2]环加成反应合成二氟甲基吡唑

作为新型高效的二氟甲基结构单元，二氟乙酰腙酰溴首次被合成。该试剂在构建二氟甲基有机化合物中的合成效用通过其与炔酮、炔酸酯和炔酰胺的有效区域选择性 [3 + 2] 环加成反应得到证明。该反应提供了一种新颖且有效的方案，以良好至优异的产率获得二氟甲基取代的吡唑。

更新日期：2022-01-07

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