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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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Supplementary files

Article information


Submitted
02 Nov 2016
Accepted
05 Dec 2016
First published
05 Dec 2016

Chem. Commun., 2017,53, 443-446
Article type
Communication

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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