Synthesis of 3-Cyanomethyl Oxoindoles via Palladium-Catalyzed Domino Heck/Cyanation Reaction in Water

doi:10.6023/cjoc201605039

Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (11): 2746-2751.DOI: 10.6023/cjoc201605039 Previous Articles Next Articles

Notes

水溶液中钯催化的Heck/氰基化串联反应合成3-氰甲基吲哚酮

郝二军, 蒋小涵, 付丹丹, 王东超, 谢明胜, 渠桂荣, 郭海明

河南师范大学化学化工学院精细化学品绿色制造河南省协同创新中心绿色化学介质与反应省部共建教育部重点实验室新乡 453007

收稿日期:2016-05-22 修回日期:2016-06-28 发布日期:2016-07-15
通讯作者: 王东超 E-mail:wangdc@htu.cn
基金资助:
国家自然科学基金（No.21472037）、河南省博士后科学基金（No.2015071）和河南省高校科技创新研究团队（No.15IRTSTHN003）资助项目.

Synthesis of 3-Cyanomethyl Oxoindoles via Palladium-Catalyzed Domino Heck/Cyanation Reaction in Water

Hao Erjun, Jiang Xiaohan, Fu Dandan, Wang Dongchao, Xie Mingsheng, Qu Guirong, Guo Haiming

Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions of Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007

Received:2016-05-22 Revised:2016-06-28 Published:2016-07-15
Supported by:
Project supported by the National Natural Science Foundation of China (No.21472037),the Postdoctoral Science Foundation of Henan Province (No.2015071),and the Innovative Research Team in Science and Technology in University of Henan Province (No.15IRTSTHN003).

1. Synthesis of 3-Cyanomethyl Oxoindoles via Palladium-Catalyzed Domino Heck/Cyanation Reaction in Water.PDF(1292KB)

Abstract

3-Cyanomethyl oxoindoles are a kind of important drug intermediates, which can be used to synthesize horsfiline, esermethole and physostigmine and other natural products via the conversion of cyano functional groups. aA domino Heck/cyanation reaction in aqueous was developed to afford 3-cyanomethyl oxoindole compounds. This method, using green medium water instead of organic solvents, without any basic additives, provided a green and efficient new procedure for the synthesis of 3-cyanomethyl oxoindoles.

Key words: cyanation cascade reaction, Heck reaction, 3-cyanomethyl oxoindoles

Cite this article

Hao Erjun, Jiang Xiaohan, Fu Dandan, Wang Dongchao, Xie Mingsheng, Qu Guirong, Guo Haiming. Synthesis of 3-Cyanomethyl Oxoindoles via Palladium-Catalyzed Domino Heck/Cyanation Reaction in Water[J]. Chin. J. Org. Chem., 2016, 36(11): 2746-2751.

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水溶液中钯催化的Heck/氰基化串联反应合成3-氰甲基吲哚酮

Synthesis of 3-Cyanomethyl Oxoindoles via Palladium-Catalyzed Domino Heck/Cyanation Reaction in Water

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