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Carbene‐Catalyzed the Synthesis of 2‐Oxindole from Sulfonates and Isatin Derivatives
Author(s) -
Zhou Min,
Ren Min,
Wang Zhichuan,
Yuan Guowei,
Fu Zhenqian
Publication year - 2025
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202501420
Abstract A novel N‐heterocyclic carbene (NHC) catalyzed reaction between sulfonate and isatin derivatives has been successfully developed, enabling the efficient synthesis of a series of 2‐oxindole derivatives. This catalytic system demonstrated remarkable efficiency, affording the desired products in excellent yields of up to 96%. Notably, the reaction exhibited significant stereoselectivity, with the ratio of cis ‐ trans configurations reaching Z:E = 1:10. Mechanistically, this methodology represents a significant advancement in NHC mediated activation of sulfonyl compounds, providing a new strategic approach for the construction of biologically important 2‐oxindole scaffolds. The developed protocol features mild reaction conditions, broad substrate scope, and high functional group tolerance, making it a valuable addition to the NHC catalyzed synthetic toolbox.
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