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Issue 28, 2018
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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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Article information


Submitted
14 May 2018
Accepted
28 Jun 2018
First published
28 Jun 2018

Org. Biomol. Chem., 2018,16, 5197-5202
Article type
Paper

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, 16, 5197
DOI: 10.1039/C8OB01130C

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