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二氟甲基化螺吡唑啉酮的合成:二氟乙酰腙酰溴与亚烷基吡唑啉酮的[3 + 2]环加成反应

Synthesis of difluoromethylated spiropyrazolones [3 + 2] cycloaddition of difluoroacetohydrazonoyl bromides with alkylidene pyrazolones.

作者信息

Feng Yang, Ren Yuanyuan, Tang Duoduo, Wang Ke-Hu, Wang Junjiao, Huang Danfeng, Lv Xiaobo, Hu Yulai

机构信息

College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, 730070, P. R. China.

Shanghai Sinofluoro Chemicals Co., Ltd., Shanghai 201321, P. R. China.

出版信息

Org Biomol Chem. 2024 Apr 3;22(14):2797-2812. doi: 10.1039/d4ob00044g.

Abstract

An effective [3 + 2] cycloaddition reaction of difluoromethyl or trifluoromethyl hydrazonoyl bromides with alkylidene pyrazolones was disclosed. This method provides an efficient approach for accessing a variety of highly functionalized fluoroalkyl spiropyrazolones in good yields. This protocol also features some advantages such as easily available and stable substrates, simple operation procedures, and atom and step economy. The formation of ()- and ()-products was discussed.

摘要

公开了二氟甲基或三氟甲基溴腙与亚烷基吡唑啉酮的有效[3 + 2]环加成反应。该方法为高产率获得各种高度官能化的氟烷基螺吡唑啉酮提供了一种有效途径。该方案还具有一些优点,如底物易于获得且稳定、操作程序简单以及原子经济性和步骤经济性。讨论了()-和()-产物的形成。

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