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Issue 2, 2017
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Synthesis of oxindole from acetanilide via Ir(iii)-catalyzed C–H carbenoid functionalization

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Abstract

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.

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

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Publication details

The article was received on 02 Nov 2016, accepted on 05 Dec 2016 and first published on 05 Dec 2016


Article type: Communication
DOI: 10.1039/C6CC08788D
Chem. Commun., 2017,53, 443-446

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

    P. Patel and G. Borah, Chem. Commun., 2017, 53, 443
    DOI: 10.1039/C6CC08788D

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