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Synthesis of Selenopyrano[2,3-c]pyrazol-4(1H)-ones and their C-H Activation
Synlett ( IF 2 ) Pub Date : 2020-10-23 , DOI: 10.1055/a-1296-8835
Hitesh B. Jalani 1, 2 , Jin-Hyun Jeong 1 , In-Hui Choi 1
Affiliation  

Herein, we disclose the synthesis of selenopyrano[2,3-c]pyrazol-4(1H)-ones and their aryl derivatives for the first time using seleno-pyran ring formation via an in situ generated selenide reacting directly with α-halo-β-ynones bearing substituted pyrazoles to provide concomitant selenopyrano[2,3-c]pyrazol-4(1H)-ones. Subsequent direct C–H arylation of the later compounds effected by palladium catalyzed Heck reaction enables the incorporation of arene substituents on the selenopyrano[2,3-c]pyrazol-4(1H)-ones scaffolds with moderate to good yields, could be useful for the biological screenings.

中文翻译:

Selenopyrano[2,3-c]pyrazol-4(1H)-ones的合成及其CH活化

在此,我们首次公开了通过原位生成的硒化物直接与 α-卤代反应形成硒-吡喃环来合成硒基吡喃并 [2,3-c] 吡唑-4(1H)-酮及其芳基衍生物。带有取代吡唑的β-炔酮提供伴随的硒吡喃并[2,3-c]吡唑-4(1H)-酮。随后由钯催化的 Heck 反应影响的后续化合物的直接 C-H 芳基化能够在硒吡喃并 [2,3-c] 吡唑-4(1H)-酮支架上以中等至良好的产率掺入芳烃取代基,这可能是有用的用于生物筛查。
更新日期:2020-10-23
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