4.8 Article

Arylation of Rhodium(II) Azavinyl Carbenes with Boronic Acids

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 36, Pages 14670-14673

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja3062453

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Funding

  1. National Science Foundation [CHE-0848982]
  2. National Institute of General Medical Sciences, National Institutes of Health [GM-087620]
  3. Swedish Research Council (VR)
  4. Direct For Mathematical & Physical Scien
  5. Division Of Chemistry [0848982] Funding Source: National Science Foundation

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A highly efficient and stereoselective arylation of in situ-generated azavinyl carbenes affording 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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