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Synlett
DOI: 10.1055/a-2627-8548
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Lewis Acid-Catalyzed Cyanomethylation of α,β-Unsaturated Keto Esters and Activated Ketones Using Vinyl Azide as Acetonitrile Equivalent

Xudong Zhang
1   College of Chemistry and Materials Science, Sichuan Normal University, Chengdu, China (Ringgold ID: RIN66331)
,
Min Yang
1   College of Chemistry and Materials Science, Sichuan Normal University, Chengdu, China (Ringgold ID: RIN66331)
,
Jian Xiao
1   College of Chemistry and Materials Science, Sichuan Normal University, Chengdu, China (Ringgold ID: RIN66331)
,
Bin Chen
1   College of Chemistry and Materials Science, Sichuan Normal University, Chengdu, China (Ringgold ID: RIN66331)
,
Minghui hui Xu
2   College of Chemistry and Materials Science, Sichuan Normal University, Chengdu, China
,
Bin-Qin Wang
1   College of Chemistry and Materials Science, Sichuan Normal University, Chengdu, China (Ringgold ID: RIN66331)
,
Ping Hu
1   College of Chemistry and Materials Science, Sichuan Normal University, Chengdu, China (Ringgold ID: RIN66331)
,
Peng Cao
1   College of Chemistry and Materials Science, Sichuan Normal University, Chengdu, China (Ringgold ID: RIN66331)
› Author Affiliations
Supported by: Sichuan Science and Technology Program 2022JDJQ0013,2022NSFSC1232
Supported by: National Natural Science Foundation of China 2022JDJQ0013,2022NSFSC1232
› Further Information
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Lewis acid-catalyzed cyanomethylation reactions of α,β-unsaturated ketoesters and ketoamides with α-isopropanol vinyl azide were reported. The corresponding cyanoalkylated products were obtained in 40–97% and 45–96% yields, respectively, through 1,4- and 1,2-addition pathways.



Publication History

Received: 08 May 2025

Accepted after revision: 04 June 2025

Accepted Manuscript online:
04 June 2025

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