Citation: Wang Xingyu, Zhu Xueqing, Jiang Wei, Gao Yaru. Synthesis of Esters via Sodium Carbonate Promoted Oxa-Michael Addition of Acids to α, β-Unsaturated Ketones[J]. Chinese Journal of Organic Chemistry, ;2019, 39(5): 1383-1395. doi: 10.6023/cjoc201812038 shu

Synthesis of Esters via Sodium Carbonate Promoted Oxa-Michael Addition of Acids to α, β-Unsaturated Ketones

Wang Xingyu ^a ,
Zhu Xueqing ^b ,
Jiang Wei ^a ,
Gao Yaru ^b,,

a.
Middle School Attached to Northwestern Polytechnical University, Xi'an 710072
b.
Department of Chemistry & Materials Science, Northwest University, Xi'an 710069

Corresponding author: Gao Yaru, gyaru@nwu.edu.cn
Received Date: 20 December 2018
Revised Date: 25 January 2019
Available Online: 19 May 2019
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21702162), and the Scientific Research Program Funded by Shaanxi Provincial Education Department (No. 17JK0788)the Scientific Research Program Funded by Shaanxi Provincial Education Department 17JK0788the National Natural Science Foundation of China 21702162

Figures(3)

Ester bonds are found widely in various fine chemicals, medicines, pesticides and functional materials. Despite the apparent simplicity, the construction of ester bonds often constitutes the most challenge in the synthesis of complex molecular containing ester functionality. Oxa-Michael addition represents an important class of organic reactions in carbon-heteroatom bond formation. The use of alcohol donors in oxa-Michael additions is well known. However, the use of carboxylic acid as the donor in the reaction is difficult due to the low activity of acid and a more pronounced reversibility of the reaction. To date, there is no general oxa-Michael addition of acids to α, β-unsaturated ketones reported. Herein, an efficient sodium carbonate promoted oxa-Michael addition of acids to α, β-unsaturated ketones to synthesize esters is reported. With a broad substrate scope, a well-common catalyst and simple operation, the approach provides a facile, practicable, economical, and environmentally benign method for the synthesis of esters.
- esters,
- oxa-Michael addition,
- acids,
- α, β-unsaturated ketones,
- sodium carbonate aqueous solution
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