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2018 , Vol. 38 >Issue 11: 3056 - 3062

DOI: https://doi.org/10.6023/cjoc201803040

研究论文

氮杂环卡宾催化芳香醛的氧化酯化反应

  • 巨磊 ,
  • 马春梅 ,
  • 唐蜜 ,
  • 王妍卉 ,
  • 虞心红 ,
  • 马红梅
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  • 上海市新药设计重点实验室 生物反应器工程国家重点实验室 华东理工大学药学院制药工程系 上海 200237

收稿日期: 2018-03-25

  修回日期: 2018-06-19

  网络出版日期: 2018-07-05

基金资助

国家自然科学基金（Nos.20972051，21476078）和市科委（Nos.12431900900，12431900902，08431901800，08430703900）资助项目.

收起

N-Heterocyclic Carbene-Catalyzed Oxidative Esterification of Aldehydes: Facile Access to α-Acyloxyacetates and Cyanomethyl Esters

  • Ju Lei ,
  • Ma Chunmei ,
  • Tang Mi ,
  • Wang Yanhui ,
  • Yu Xinhong ,
  • Ma Hongmei
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  • Shanghai Key Laboratory of New Drug Design, State Key Laboratory of Bioengineering Reactors, School of Pharmacy, East China University of Science & Technology, Shanghai 200237

Received date: 2018-03-25

  Revised date: 2018-06-19

  Online published: 2018-07-05

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 20972051, 21476078) and the Science and Technology Commission of Shanghai Municipality (Nos. 12431900900, 12431900902, 08431901800, 08430703900).

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摘要

报道了一种基于氮杂环卡宾催化的醛与溴乙酸乙酯或溴乙腈的氧化酯化反应.该策略无需过渡金属催化剂参与，能够在温和的反应条件下以较高收率合成α-酰氧基羧酸酯和氰甲基羧酸酯类化合物.

关键词： 卡宾; 醛; 酯化; 氧化; 有机催化

本文引用格式

巨磊 , 马春梅 , 唐蜜 , 王妍卉 , 虞心红 , 马红梅 . 氮杂环卡宾催化芳香醛的氧化酯化反应[J]. 有机化学, 2018 , 38(11) : 3056 -3062 . DOI: 10.6023/cjoc201803040

Abstract

An efficient N-heterocyclic carbene-catalyzed oxidative esterification reaction of aldehydes with ethyl bromoacetate or bromoacetonitrile has been explored. This transition metal-free protocol allows access to a wide variety of α-acyloxyacetates and cyanomethyl esters in good to excellent yields under mild reaction condition.

Key words： carbene; aldehydes; esterification; oxidation; organocatalysis

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