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pubmed-article:20670011pubmed:abstractTextThe preparation of 3,3-disubstituted oxindoles by a formal C-H, Ar-H coupling of anilides is described. Highly efficient conditions have been identified using catalytic (5 mol %) Cu(OAc)(2).H(2)O with atmospheric oxygen as the reoxidant; no additional base is required, and the reaction can be run in toluene or mesitylene. Optimization studies are reported together with a scope and limitation investigation based on variation of the anilide precursors. The application of this methodology to prepare a key intermediate for the total synthesis of the anticancer, analgesic oxindole alkaloid Horsfiline is also described.lld:pubmed
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pubmed-article:20670011pubmed:year2010lld:pubmed
pubmed-article:20670011pubmed:articleTitleFirst C-H activation route to oxindoles using copper catalysis.lld:pubmed
pubmed-article:20670011pubmed:affiliationDepartment of Chemistry, University of York, Heslington, York, YO10 5DD, United Kingdom.lld:pubmed
pubmed-article:20670011pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:20670011pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed