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

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-11-04 Epub Date: 2024-11-19 DOI:10.1039/d4ob01160k
Ruikang Wang , Peng Jin , Gaowang Yang , Ying Fan , Zuyu Bai , Danfeng Huang , Ke-Hu Wang , Junjiao Wang , Yulai Hu
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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.

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通过二/三氟乙酰基肼溴化物和三氟甲基取代的烯的 [3 + 2] 环加成法合成 3,5-双(氟烷基)吡唑/吡唑啉。
研究了二氟甲基或三氟甲基肼酰溴与三氟甲基取代的烯的高效[3 + 2]环加成反应,以中等至良好的收率制备出多种 3,5-双(氟烷基)吡唑/吡唑啉。该方法具有底物易得、稳定、步骤经济、可克隆、操作简单等明显优势,为制备 3,5-双(氟烷基)吡唑/吡唑啉类化合物提供了一种新颖实用的方法。
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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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