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An efficient iodine pentoxide-triggered iodocarbocyclization for the synthesis of iodooxindoles in water

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Abstract

An efficient iodocarbocyclization of alkenes for the synthesis of iodooxindoles has been developed. This reaction proceeds in a chemoselective manner and shows excellent tolerance of various functional groups, including a chemosensitive hydroxymethyl group. Nonmetal inorganic iodine pentoxide was used as both the oxidant and iodine source, making this protocol very practical. On the basis of experimental observations, a plausible electrophilic reaction mechanism was proposed.

Graphical abstract: An efficient iodine pentoxide-triggered iodocarbocyclization for the synthesis of iodooxindoles in water

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Publication details

The article was received on 14 May 2018, accepted on 28 Jun 2018 and first published on 28 Jun 2018


Article type: Paper
DOI: 10.1039/C8OB01130C
Citation: Org. Biomol. Chem., 2018, Advance Article
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    An efficient iodine pentoxide-triggered iodocarbocyclization for the synthesis of iodooxindoles in water

    M. Zhang, X. Wang, M. Gong, L. Chen, W. Shi, S. He, Y. Jiang and T. Chen, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01130C

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