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Arylation of Rhodium(II) Azavinyl Carbenes with Boronic Acids
Authors:Nicklas Selander  Brady T Worrell  Stepan Chuprakov  Subash Velaparthi  Valery V Fokin
Institution:Department of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Abstract:A highly efficient and stereoselective arylation of in situ-generated azavinyl carbenes affording 2,2-diaryl enamines at ambient temperatures has been developed. These transition-metal carbenes are directly produced from readily available and stable 1-sulfonyl-1,2,3-triazoles in the presence of a rhodium carboxylate catalyst. In several cases, the enamines generated in this reaction can be cyclized into substituted indoles employing copper catalysis.
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