二氟乙酰腙酰溴[3 + 2]环加成反应合成二氟甲基化吡唑

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2021-12-16 DOI:10.1021/acs.joc.1c02521

Tongyu Han, Ke-Hu Wang, Ming Yang, Pengfei Zhao, Feng Wang, Junjiao Wang, Danfeng Huang, Yulai Hu*

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引用次数: 11

摘要

二氟乙酰腙酰溴是一种新型高效的二氟甲基基材料，首次被合成。该试剂与炔酮、炔酸酯和酰胺类化合物进行了有效的区域选择性[3 + 2]环加成反应，证明了该试剂在构建二氟甲基有机化合物中的合成用途。该反应为二氟甲基取代吡唑的高产率提供了一种新的、高效的方案。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis of Difluoromethylated Pyrazoles by the [3 + 2] Cycloaddition Reaction of Difluoroacetohydrazonoyl Bromides

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Synthesis of Difluoromethylated Pyrazoles by the [3 + 2] Cycloaddition Reaction of Difluoroacetohydrazonoyl Bromides

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.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.