研究论文

有机碱催化的H-亚磷酸酯与靛红及其衍生物的phospho-Aldol-Brook重排串联反应

  • 方魏 ,
  • 刘国桂 ,
  • 黄晓飞 ,
  • 贾俊 ,
  • 王兴旺
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  • a. 苏州大学分析测试中心 苏州 215123;
    b. 苏州大学材料与化学化工学部 苏州 215123

收稿日期: 2013-08-16

  修回日期: 2013-12-18

  网络出版日期: 2014-02-12

基金资助

国家自然科学基金(No. 21272166)和江苏省属高校自然科学研究(No. 13KJA150004)资助项目.

Organic Base Catalyzed Cascade Phospho-Aldol-Brook Rearrangement Reaction of Isatins with H-phosphonates

  • Fang Wei ,
  • Liu Guogui ,
  • Huang Xiaofei ,
  • Jia Jun ,
  • Wang Xingwang
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  • a. Analysis and Testing Center, Soochow University, Suzhou 215123;
    b. College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123

Received date: 2013-08-16

  Revised date: 2013-12-18

  Online published: 2014-02-12

Supported by

Project supported by the National Natural Science Foundation of China (No. 21272166) and the Major Basic Research Project of the Natural Science Foundation of the Jiangsu Higher Education Institutions (No. 13KJA150004).

摘要

在温和的反应条件下,以1,1,3,3-四甲基胍(TMG)或1,8-二氮杂二环[5.4.0]十一碳-7-烯(DBU)有机碱作为催化剂,催化H-亚磷酸酯与靛红的phospho-Aldol-Brook重排串联反应,高效、高产率合成了两个系列α-羟吲哚基-磷酸酯类化合物.

本文引用格式

方魏 , 刘国桂 , 黄晓飞 , 贾俊 , 王兴旺 . 有机碱催化的H-亚磷酸酯与靛红及其衍生物的phospho-Aldol-Brook重排串联反应[J]. 有机化学, 2014 , 34(6) : 1177 -1182 . DOI: 10.6023/cjoc201308020

Abstract

A cascade phospho-aldol-Brook rearrangement reaction of isatins with H-phosphonates was reported by the use of the organic base, such as 1,1,3,3-tetramethylguanidine (TMG) or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), as an organocatalyst. Two series of 2-oxoindolin-3-yl phosphates were obtained in good to excellent yields under mild reaction conditions.

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