Cesium-Catalyzed N-Carboxamidation of Indoles for Synthesis of Indole-1-carboxamides

doi:10.6023/cjoc201906012

Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (12): 3567-3573.DOI: 10.6023/cjoc201906012 Previous Articles Next Articles

铯催化吲哚衍生物N-酰胺化反应制备吲哚-1-芳(烷)基甲酰胺化合物

吴燕, 王珊, 张海玲, 陈睿, 何树华

长江师范学院化学化工学院无机特种材料重庆市重点实验室四川涪陵 408000

收稿日期:2019-06-12 修回日期:2019-07-24 发布日期:2019-08-07
通讯作者: 何树华 E-mail:thshuhua@163.com
基金资助:
重庆市基础前沿研究（No.Cstc2018jcyjAX0721）、长江师范学院青年人才成长计划（No.2018QNRC11）、重庆市教育委员会（No.KJQN201801404）资助项目.

Cesium-Catalyzed N-Carboxamidation of Indoles for Synthesis of Indole-1-carboxamides

Wu Yan, Wang Shan, Zhang Hailing, Chen Rui, He Shuhua

Chongqing Key Laboratory of Inorganic Special Functional Materials, College of Chemistry and Chemical Engineering, Yangtze Normal University, Fuling, Sichuan 408000

Received:2019-06-12 Revised:2019-07-24 Published:2019-08-07
Supported by:
Project supported by the Basic and Frontier Research Project of Chongqing City (No. Cstc2018jcyjAX0721), the Youth Talent Growth Plan Project of Yangtze Normal University (No. 2018QNRC11), and the Education Commission of Chongqing City (No. KJQN201801404).

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Abstract

A protocol for the synthesis of a series of indole-1-carboxamides was reported via the N-arboxamidation of indole derivatives with aryl (alkyl) isocyanates catalyzed by 5.0 mol% cesium hydroxide monohydrate (CsOH·H₂O). This method is suitable for different indole derivatives and aryl (alkyl) isocyanates, for giving corresponding products in excellent yields. Compared to the reported methods, this protocol has the advantages of mild reaction conditions, wild functional group tolerance, simple operation and excellent yields. An efficient route to indole-1-carboxamides is previded.

Key words: cesium-catalyzed N-arboxamidation, indole-1-carboxamides, indole derivatives, aryl (alkyl) isocyanates

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Wu Yan, Wang Shan, Zhang Hailing, Chen Rui, He Shuhua. Cesium-Catalyzed N-Carboxamidation of Indoles for Synthesis of Indole-1-carboxamides[J]. Chinese Journal of Organic Chemistry, 2019, 39(12): 3567-3573.

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铯催化吲哚衍生物N-酰胺化反应制备吲哚-1-芳(烷)基甲酰胺化合物

Cesium-Catalyzed N-Carboxamidation of Indoles for Synthesis of Indole-1-carboxamides

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