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Copper-Promoted Coupling of Propiophenones and Arylhydrazines for the Synthesis of 1,3-Diarylpyrazoles
Synlett ( IF 2 ) Pub Date : 2020-02-26 , DOI: 10.1055/s-0039-1690835
Ha V. Le , Tung T. Nguyen , Thuyet L. D. Pham , Tien M. Nguyen , Khuong A. Tran , Ha V. Dang , Nam T. S. Phan

Synthesis of 1,3-diarylpyrazoles from commercial substrates and/or simple transformations is still underrated. In this report, we have developed a method for copper-promoted coupling of propiophenones and arylhydrazines. The reactions afforded substituted pyrazoles in the presence of TEMPO oxidant, acetic acid additive, and DMF solvent. A number of functionalities were compatible with reaction conditions, including halogens, methoxy, trifluoromethyl, and nitro groups. An indazole could be obtained if an electron-poor propiophenone was used.

中文翻译:

铜促进的苯丙酮和芳基肼偶联用于合成 1,3-二芳基吡唑

从商业底物和/或简单转化合成 1,3-二芳基吡唑仍然被低估。在本报告中,我们开发了一种铜促进苯丙酮和芳基肼偶联的方法。在 TEMPO 氧化剂、乙酸添加剂和 DMF 溶剂存在下,反应得到取代的吡唑。许多官能团与反应条件兼容,包括卤素、甲氧基、三氟甲基和硝基。如果使用贫电子苯丙酮,可以获得吲唑。
更新日期:2020-02-26
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