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2016 , Vol. 36 >Issue 11: 2746 - 2751

DOI: https://doi.org/10.6023/cjoc201605039

研究简报

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
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  • 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

  网络出版日期: 2016-07-15

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.

收起

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
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  • 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 date: 2016-05-22

  Revised date: 2016-06-28

  Online 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).

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摘要

3-氰甲基吲哚酮是一类重要的药物合成中间体，利用其氰基官能团的转化可以合成Horsfiline、Esermethole和Physostigmine等天然产物.发展了一种水溶液中的Heck/氰基化串联反应，可以绿色、简便地合成3-氰甲基吲哚酮类化合物，该方法与文献方法相比，不仅能够以绿色介质水代替有机溶剂，而且不需要添加碱作为缚酸剂，为3-氰甲基吲哚酮类化合物提供了一种绿色高效的合成新途径.

关键词： 氰基化串联反应; Heck反应; 3-氰甲基吲哚酮

本文引用格式

郝二军 , 蒋小涵 , 付丹丹 , 王东超 , 谢明胜 , 渠桂荣 , 郭海明 . 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[J]. 有机化学, 2016 , 36(11) : 2746 -2751 . DOI: 10.6023/cjoc201605039

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

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