NHC-Catalyzed Reaction of Carboxylic Acids Using Allene Ketones as Substrates and Activating Reagents (original) (raw)

Chengli Mou, Ya Lv, Jiamiao Jin, Huifang Chai, Tingting Li, Yonggui Robin Chi, Zhichao Jin*

*Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025, China, Email: zcjingzu.edu.cn

C. Mou, Y. Lv, J. Jin, H. Chai, T. Li, Y. R. Chi, Z. Jin, Org. Lett., 2023, 25, 8706-8710.

DOI: 10.1021/acs.orglett.3c03623

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Abstract

An NHC-catalyzed Michael addition reaction enables a quick and efficient synthesis of dihydropyranone molecules. Substituents with various electronic and steric effects are well tolerated, with the target products afforded in good to excellent yields.

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proposed mechanism

Key Words

3,4-dihydropyran-2-ones, organocatalysis

ID: J54-Y2023