High stereoselectivity synthesis of Z -3-methyleneisoindolin-1-ones on a Cu/ETS-10 catalyst via domino coupling–cyclization without the use of protective groups and ligands

Controlling the spatial selectivity of the coupling sites in two-molecule reactions is critical for stereoselective product synthesis. Herein, we report a novel strategy that uses basic ETS-10 zeolite-supported copper (Cu/ETS-10) as a catalyst for the highly selective synthesis of Z -3-methyleneisoi...

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Bibliographic Details
Published in:New journal of chemistry 2023-12, Vol.48 (1), p.359-366
Main Authors: Hu, Huiling, Liu, Changjun, Zhu, Chaojie, Liu, Chenghong, Tang, Tiandi
Format: Article
Language:English
Subjects:
Catalysts
Chemical synthesis
Copper
Coupling
Ligands
Selectivity
Stereoselectivity
Zeolites
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Summary:Controlling the spatial selectivity of the coupling sites in two-molecule reactions is critical for stereoselective product synthesis. Herein, we report a novel strategy that uses basic ETS-10 zeolite-supported copper (Cu/ETS-10) as a catalyst for the highly selective synthesis of Z -3-methyleneisoindolin-1-ones in the absence of ligands. It was found that the rigidity of the zeolite skeleton was conducive to the high configurational selectivity of the product. The Cu/ETS-10 catalyst was easily recovered by simple filtration and could be reused five times without loss of its initial activity.
ISSN:1144-0546
1369-9261
DOI:10.1039/D3NJ04522F