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Synthesis of oxindole from acetanilide via Ir(iii)-catalyzed C-H carbenoid functionalization

Chemical Communications, ISSN: 1364-548X, Vol: 53, Issue: 2, Page: 443-446
2017
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Herein we disclose the first report on the synthesis of oxindole derivatives from acetanilide via Ir(iii)-catalyzed intermolecular C-H functionalization with diazotized Meldrum's acid. A broad range of substituted anilides were found to react smoothly under the Ir(iii)-catalytic system to afford the corresponding N-protected oxindoles. The N-protecting groups, such as Ac, Bz or Piv, can be easily removed to furnish the oxindole. Various synthetic applications of the synthesized oxindole were also demonstrated.

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