Ligand-free Pd(II)-catalyzed cyclization of α-chloroimino-N-arylamides to synthesis of quinoxalin-2(1H)-ones

被引：1
作者：
Li, Dianjun [1 ,2 ]
Yang, Jinhui [1 ,2 ]
Fan, Xu [2 ]
机构：
[1] Ningxia Univ, Sch Chem & Chem Engn, State Key Lab High Efficiency Utilizat Coal & Gre, Yinchuan 750021, Ningxia, Peoples R China
[2] Ningxia Univ, Sch Chem & Chem Engn, Yinchuan 750021, Ningxia, Peoples R China
来源：
TETRAHEDRON LETTERS | 2020年 / 61卷 / 48期
基金：
中国国家自然科学基金;
关键词：
Quinoxalin-2(1H)-ones; Pd(II)-catalyzed; 2-(N-arylcarbamoyl)-2-chloroiminoacetate; alpha-Aryl-alpha-chloroimino-N-arylamides; Cyclization; CRAFTS ALLYLIC ALKYLATION; RADICAL CYCLIZATION; DERIVATIVES; QUINOXALINONES; HETEROCYCLES; DESIGN; POTENT;
D O I：
10.1016/j.tetlet.2020.152556
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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 alpha-aryl-alpha-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. (C) 2020 Elsevier Ltd. All rights reserved.
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页数：5
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