Rhodium(III)-Catalyzed C—H Activation/Cylization of Indole-2-amides Derivatives and Terminal Alkynes

doi:10.6023/cjoc201412023

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (3): 688-697.DOI: 10.6023/cjoc201412023 Previous Articles Next Articles

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铑(III)催化吲哚甲酰胺衍生物与末端炔烃的C—H活化/环化反应

王亮^a,b, 瞿星^a, 李站^a, 彭望明^a

a 江汉大学光电化学材料省部共建教育部重点实验室武汉 430056;
b 江汉大学化学与环境工程学院武汉 430056

收稿日期:2014-12-14 修回日期:2014-01-04 发布日期:2015-01-09
通讯作者: 王亮, 彭望明 E-mail:wangliang@jhun.edu.cn
基金资助:
国家自然科学基金(No. 21302064)资助项目.

Rhodium(III)-Catalyzed C—H Activation/Cylization of Indole-2-amides Derivatives and Terminal Alkynes

Wang Liang^a,b, Qu Xing^a, Li Zhan^a, Peng Wangming^a

a Key Laboratory of Optoelectronic Chemical Materials and Devices of Ministry of Education, Jianghan University, Wuhan 430056;
b School of Chemical and Enviromental Engineering, Jianghan University, Wuhan 430056

Received:2014-12-14 Revised:2014-01-04 Published:2015-01-09
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21302064)

1. Rhodium(III)-Catalyzed C—H Activation/Cylization of Indole-2-amides Derivatives and Terminal Alkynes.PDF(190KB)

Abstract

A simple and efficient Rh-catalyzed the C—H activation/cyclization reaction of indole-2-amides and alkynes was developed. A series of novel pyrido[3,4-b]indol-1-ones can be efficiently obtained with high to excellent yields using the internal oxidant at room temperature. The transformations have a wide range of substrates with various functional groups. Intermolecular competition experiment was conducted, and a plausible mechanism was proposed. The structures of all conpound were confirmed by ¹H NMR, ¹³C NMR and HRMS.

Key words: rhodium catalyst, oxidative directing group, C—H activation, polycyclic indoles

Cite this article

Wang Liang, Qu Xing, Li Zhan, Peng Wangming. Rhodium(III)-Catalyzed C—H Activation/Cylization of Indole-2-amides Derivatives and Terminal Alkynes[J]. Chin. J. Org. Chem., 2015, 35(3): 688-697.

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铑(III)催化吲哚甲酰胺衍生物与末端炔烃的C—H活化/环化反应

Rhodium(III)-Catalyzed C—H Activation/Cylization of Indole-2-amides Derivatives and Terminal Alkynes

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