Copper-Catalyzed Lactamization of (E)-2-(2-Bromophenyl)-3-arylacrylamides for the Synthesis of (E)-3-Arylideneindolin-2-ones.

Copper-Catalyzed Lactamization of (E)-2-(2-Bromophenyl)-3-arylacrylamides for the Synthesis of (E)-3-Arylideneindolin-2-ones.
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DOI:
10.1021/acs.joc.1c00452
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发表时间:
2021-04
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Xiang Luo;Qianzhong Zhang;Yi Jiang;Chengxin Wang;Xianheng Song;Jianheng Li;Qinfang Yan;A. Chan;Yong Zou
Xiang Luo;Qianzhong Zhang;Yi Jiang;Chengxin Wang;Xianheng Song;Jianheng Li;Qinfang Yan;A. Chan;Yong Zou
中科院分区:
其他
文献类型:
--
作者:
Xiang Luo;Qianzhong Zhang;Yi Jiang;Chengxin Wang;Xianheng Song;Jianheng Li;Qinfang Yan;A. Chan;Yong Zou

文献摘要

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研究了(E)-2-(2-溴苯基)-3-芳基丙烯酰胺在铜催化下的无配体分子内C-N偶联反应。该方案为以邻溴苯乙酸和芳香或共轭的烯醛为原料合成生物重要的(E)-3-芳基吲哚-2-酮提供了一条有效而实用的路线。容易获得的原料、温和而贵重的无金属条件、高效率以及对酚羟基的良好耐受性使该方法具有吸引力和适用性。
A copper-catalyzed, ligand-free intramolecular C-N coupling of (E)-2-(2-bromophenyl)-3-arylacrylamides has been developed. This protocol provides an efficient and practical synthetic route for the biologically important (E)-3-arylideneindolin-2-ones from o-bromophenylacetic acids and aromatic or conjugated alkenyl aldehydes. Readily available starting materials, mild and noble metal-free conditions, high efficiency, and good tolerability for phenolic hydroxyl groups make this approach attractive and applicable.