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Ligand-free Pd(II)-catalyzed cyclization of α-chloroimino-N-arylamides to synthesis of quinoxalin-2(1H)-ones
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2020-10-17 , DOI: 10.1016/j.tetlet.2020.152556
Dianjun Li , Jinhui Yang , Xu Fan

A ligand-free Pd(II)-catalyzed synthesis of quinoxalin-2(1H)-ones has been developed. Pd(TFA)2 can induce ethyl 2-(N-arylcarbamoyl)-2-chloroiminoacetates to undergo cyclization to afford quinoxalin-2(1H)-one products in high yields in the presence of Na2CO3. This catalytic system is also effective to convert α-aryl-α-chloroimino-N-arylamides to the corresponding quinoxalin-2(1H)-one products via tandem N-Cl cleavage and N-arylation in moderate yields. The reaction described herein constitutes simple and effective approach towards quinoxalin-2(1H)-one derivatives.



中文翻译:

无配体的Pd(II)催化α-氯亚氨基-N-芳基酰胺的环化反应合成喹喔啉-2(1 H)-ones

已经开发了无配体的Pd(II)催化的喹喔啉-2(1 H)-one合成。Pd(TFA)2可以诱导2-(N-芳基氨基甲酰基)-2-氯亚氨基乙酸乙酯进行环化反应,从而在Na 2 CO 3存在下以高收率提供quinoxalin-2(1 H)-one产物。该催化体系还有效地通过串联的N -Cl裂解和N-芳基化以中等收率将α-芳基-α-氯亚氨基-N-芳基酰胺转化为相应的喹喔啉-2(1 H)-一产物。本文所述的反应构成了针对喹喔啉2(1 H)-一阶导数。

更新日期:2020-11-12
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