Sequential SNAr Reaction/Suzuki–Miyaura Coupling/C−H Direct Arylations Approach for the Rapid Synthesis of Tetraaryl‐Substituted Pyrazoles,Chemistry - An Asian Journal

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Sequential SNAr Reaction/Suzuki–Miyaura Coupling/C−H Direct Arylations Approach for the Rapid Synthesis of Tetraaryl‐Substituted Pyrazoles
Chemistry - An Asian Journal ( IF 3.5 ) Pub Date : 2015-06-19 , DOI: 10.1002/asia.201500362
Taiki Morita ₁ , Daisuke Kobayashi ₁ , Keisuke Matsumura ₁ , Kohei Johmoto ₂ , Hidehiro Uekusa ₂ , Shinichiro Fuse _{1,

3} , Takashi Takahashi ₄

Affiliation

A rapid synthesis of 1,3,4,5‐tetraaryl‐substituted pyrazoles has been achieved through a sequence of S_NAr reaction/Suzuki–Miyaura coupling/Pd‐catalyzed direct arylations that used 3‐iodo‐1H‐pyrazole as a scaffold. Pyrazoles with four different aryl groups were synthesized in a straightforward manner with no extra synthetic steps, such as protection/deprotection or the introduction of activating/directing groups, using readily available substrates and reagents. The developed synthetic approach enabled the structurally diverse synthesis of multiaryl‐substituted pyrazoles without using a glovebox technique.

中文翻译：

顺序SNAr反应/ Suzuki-Miyaura偶联/ CH直接芳基化方法可快速合成四芳基取代的吡唑

通过一系列的S _N Ar反应/ Suzuki-Miyaura偶联/ Pd催化的直接芳基化反应（使用3-碘-1 H吡唑），可以快速合成1,3,4,5-四芳基取代的吡唑。脚手架。使用容易获得的底物和试剂，以简单的方式合成具有四个不同芳基的吡唑，无需额外的合成步骤，例如保护/脱保护或引入活化/导向基团。发达的合成方法无需使用手套箱技术即可实现结构多样的多芳基取代吡唑的合成。

更新日期：2015-06-19

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