Based on a halopalladation strategy, we successfully developed a haloesterification reaction of propargylic amides to synthesize a diverse range of 5-(halomethylene)oxazolidine-2,4-diones. This reaction demonstrates good yield and compatibility with various functional groups. Notably, the halogen atoms present in the resulting products can be readily substituted by other functional groups, highlighting the versatility and appeal of this method. Additionally, we have achieved the successful cyclizative dimerization of propargylic amides to produce bisoxazolidine-2,4-dione derivatives.
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Construction of 5-methyleneoxazolidine-2,4-diones bearing modifiable halogen groups through a halopalladation strategy.
Chem Commun (Camb)
November 2023
Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering, Changzhou University, Changzhou, China.
Based on a halopalladation strategy, we successfully developed a haloesterification reaction of propargylic amides to synthesize a diverse range of 5-(halomethylene)oxazolidine-2,4-diones. This reaction demonstrates good yield and compatibility with various functional groups. Notably, the halogen atoms present in the resulting products can be readily substituted by other functional groups, highlighting the versatility and appeal of this method.
View Article and Find Full Text PDFPalladium-Catalyzed Enantioselective Cyclization of 1,6-Enynes through Intramolecular Chlorine Transfer as a Novel Strategy for Asymmetric Halopalladation.
Chemistry
November 2022
Key Laboratory of Functional Molecular Engineering of Guangdong Province School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, China.
Palladium-catalyzed enantioselective cyclization of enynes has contributed significantly to the construction of chiral cyclic molecules. In contrast, the catalytic asymmetric cyclization involving halopalladation remains an unresolved challenge with the inevitable disturbance of the halide ions. Herein, an intramolecular chlorine transfer strategy is used to accomplish the enantioselective chloropalladation cyclization of 1,6-enynes.
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