Citation: Ju Lei, Ma Chunmei, Tang Mi, Wang Yanhui, Yu Xinhong, Ma Hongmei. N-Heterocyclic Carbene-Catalyzed Oxidative Esterification of Aldehydes: Facile Access to α-Acyloxyacetates and Cyanomethyl Esters[J]. Chinese Journal of Organic Chemistry, ;2018, 38(11): 3056-3062. doi: 10.6023/cjoc201803040 shu

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

Shanghai Key Laboratory of New Drug Design, State Key Laboratory of Bioengineering Reactors, School of Pharmacy, East China University of Science & Technology, Shanghai 200237

Corresponding author: Yu Xinhong, xhyu@ecust.edu.cn Ma Hongmei, hmma@ecust.edu.cn
Received Date: 25 March 2018
Revised Date: 19 June 2018
Available Online: 5 November 2018
Fund Project: 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)the National Natural Science Foundation of China 20972051the Science and Technology Commission of Shanghai Municipality 08430703900the Science and Technology Commission of Shanghai Municipality 12431900900the Science and Technology Commission of Shanghai Municipality 08431901800the Science and Technology Commission of Shanghai Municipality 12431900902the National Natural Science Foundation of China 21476078

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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.
- carbene,
- aldehydes,
- esterification,
- oxidation,
- organocatalysis
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