First C-H Activation Route to Oxindoles using Copper Catalysis

Johannes E. M. N. Klein, Alexis Perry, David S. Pugh and Richard J. K. Taylor*

*Department of Chemistry, University of York, Heslington, York, YO10 5DD, United Kingdom, Email: rjkt1york.ac.uk

J. E. M. N. Klein, A. Perry, D. S. Pugh, R. J. K. Taylor, Org. Lett., 2010, 12, 3446-3449.

DOI: 10.1021/ol1012668

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Abstract

Highly efficient conditions for the preparation of 3,3-disubstituted oxindoles by a formal C-H, Ar-H coupling of anilides have been identified using catalytic Cu(OAc)₂•H₂O with atmospheric oxygen as the reoxidant in mesitylene or toluene as solvent; no additional base is required.

see article for more examples

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Low-Temperature, Transition-Metal-Free Cross-Dehydrogenative Coupling Protocol for the Synthesis of 3,3-Disubstituted Oxindoles

J. R. Donald, R. J. K. Taylor, W. F. Petersn, J. Org. Chem., 2017, 82, 11288-11294.

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Key Words

Oxindoles, Oxygen

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ID: J54-Y2010-2070