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Issue 43, 2013
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A highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction of 3-substituted oxindoles with xanthydrols

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Abstract

We report a highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction. The Schreiner's thiourea catalyst A1 catalyzed the alkylation of 3-substituted oxindoles with xanthydrols well, to furnish quaternary oxindoles in high yield. The ESI-MS analysis confirms the interaction of 3-substituted oxindole 1 with the thiourea, which might facilitate the oxindole–hydroxindole tautomerization for the alkylation.

Graphical abstract: A highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction of 3-substituted oxindoles with xanthydrols

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Publication details

The article was received on 05 Jul 2013, accepted on 29 Aug 2013 and first published on 30 Aug 2013


Article type: Communication
DOI: 10.1039/C3RA44520H
RSC Adv., 2013,3, 19880-19884

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    A highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction of 3-substituted oxindoles with xanthydrols

    L. Chen, F. Zhu, C. Wang and J. Zhou, RSC Adv., 2013, 3, 19880
    DOI: 10.1039/C3RA44520H

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