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3,5-双(氟烷基)吡唑/吡唑啉的合成:二/三氟乙酰腙酰溴与三氟甲基取代烯烃的[3 + 2]环加成反应。

Synthesis of 3,5-bis(fluoroalkyl)pyrazoles/pyrazolines [3 + 2] cycloaddition of di/trifluoroacetohydrazonoyl bromides and trifluoromethyl-substituted alkenes.

作者信息

Wang Ruikang, Jin Peng, Yang Gaowang, Fan Ying, Bai Zuyu, Huang Danfeng, Wang Ke-Hu, Wang Junjiao, Hu Yulai

机构信息

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.

出版信息

Org Biomol Chem. 2025 Jan 15;23(3):638-648. doi: 10.1039/d4ob01160k.

Abstract

An efficient [3 + 2] cycloaddition reaction of difluoromethyl or trifluoromethyl hydrazonoyl bromides with trifluoromethyl-substituted alkenes was investigated to produce a variety of 3,5-bis(fluoroalkyl)pyrazoles/pyrazolines in moderate to good yields. This protocol features obvious advantages such as easily available and stable substrates, step economy, gram-scalability and simple operation, providing a novel and practical method for the preparation of 3,5-bis(fluoroalkyl)pyrazoles/pyrazolines.

摘要

研究了二氟甲基或三氟甲基溴化肼基酰与三氟甲基取代烯烃的高效[3 + 2]环加成反应,以中等至良好的产率制备了多种3,5-双(氟烷基)吡唑/吡唑啉。该方法具有底物易于获得且稳定、步骤经济性、克级规模可扩展性和操作简单等明显优点,为制备3,5-双(氟烷基)吡唑/吡唑啉提供了一种新颖实用的方法。

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