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Issue 34, 2014
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Revealing the metal-like behavior of iodine: an iodide-catalysed radical oxidative alkenylation

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Abstract

In this work, we have described an alternative alkenylation approach to illustrate the metal-like behaviour of iodine in cross-coupling reactions. Alkenylation could proceed through iodide catalysed radical initiation, radical addition and iodine promoted alkenyl functionality recovery. Catalytic HI elimination similar to the β-hydride elimination of transition metals was realized for the radical alkenylation of sulfonyl hydrazides. Operando IR and cyclic voltammetry experiments were carried out to confirm the crucial role of iodine in the radical alkenylation process.

Graphical abstract: Revealing the metal-like behavior of iodine: an iodide-catalysed radical oxidative alkenylation

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Publication details

The article was received on 24 Jan 2014, accepted on 28 Feb 2014 and first published on 28 Feb 2014


Article type: Communication
DOI: 10.1039/C4CC00644E
Author version available: Download Author version (PDF)
Citation: Chem. Commun., 2014,50, 4496-4499
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    Revealing the metal-like behavior of iodine: an iodide-catalysed radical oxidative alkenylation

    S. Tang, Y. Wu, W. Liao, R. Bai, C. Liu and A. Lei, Chem. Commun., 2014, 50, 4496
    DOI: 10.1039/C4CC00644E

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