Palladium-Catalyzed Intramolecular C-H Difluoroalkylation: Synthesis of Substituted 3,3-Difluoro-2-oxindoles
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Buchwald_Palladium-catalyzed.pdf
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Author(s)
Shi, Shi-Liang
Buchwald, Stephen Leffler
Date Issued
December 2014
Journal
Angewandte Chemie International Edition
Publisher
Wiley Blackwell
Citation
Shi, Shi-Liang, and Stephen L. Buchwald. “Palladium-Catalyzed Intramolecular C-H Difluoroalkylation: Synthesis of Substituted 3,3-Difluoro-2-Oxindoles.” Angew. Chem. Int. Ed. 54, no. 5 (December 4, 2014): 1646–1650.
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Author's final manuscript
Abstract
The synthesis of 3,3-difluoro-2-oxindoles through a robust and efficient palladium-catalyzed C-H difluoroalkylation is described. This process generates a broad range of difluorooxindoles from readily prepared starting materials. The use of BrettPhos as the ligand was crucial for high efficiency. Preliminary mechanistic studies suggest that oxidative addition is the rate-determining step for this process.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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Creative Commons Attribution-Noncommercial-Share Alike
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DOI of Published Version
https://doi.org/10.1002/anie.201410471
