Chinese Journal of Organic Chemistry >
N-Heterocyclic Carbene Catalyzed the Umpolung of Aldehyde Compounds
Received date: 2024-01-12
Revised date: 2024-02-27
Online published: 2024-03-20
Supported by
Natural Science Foundation of the Education Department of Anhui Province(2022AH052165); Science and Technology Major Project of Anhui Province(201903a07020003); High-Level Talents Research Project of Hefei Normal University(2020rcjj35); Key Project of Hefei Normal University(2021KJZD10)
Aldehyde compounds are a class of important organic compounds, which are widely used in organic synthesis. The typical reaction of aldehydes is the addition reaction with various nucleophiles as electrophiles. However, the electrophilicity of aldehyde carbonyl group limits the further application and development of aldehydes in synthesis. Since chemists discovered that cyanogen ions can change the reaction polarity of benzaldehyde, the strategy of umpolung has attracted much attention. N-Heterocyclic carbene (NHC) is a kind of important small organic molecule catalyst, which plays a key role in the field of organic catalysis. A series of important advances have been made in the study of the umpolung of aldehyde compounds catalyzed by NHC. The umpolung of aldehydes catalyzed by NHCs is introduced, and the positions of carbon atoms and the reactions of umpolung are summarized with the purpose of attracting much attention to this research field, and the development of new models and reactions within NHC catalysis.
Key words： N-heterocyclic carbene; organocatalysis; aldehyde; umpolung
Ming Zhao , Rui Yan , Hu Chen . N-Heterocyclic Carbene Catalyzed the Umpolung of Aldehyde Compounds[J]. Chinese Journal of Organic Chemistry, 2024 , 44(7) : 2204 -2215 . DOI: 10.6023/cjoc202401009
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