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Issue 3, 2018
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Iodine(III)-mediated intramolecular sulfeno- and selenofunctionalization of β,γ-unsaturated tosyl hydrazones and oximes

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Abstract

A cascade radical cyclization/sulfenylation or selenylation of β,γ-unsaturated hydrazones and oximes was realized under mild conditions with phenyliodine(III) diacetate (PIDA) as the sole oxidant, leading to the construction of diversely functionalized heteroatom-containing pyrazoline and isoxazoline derivatives. This metal-free radical process is suggested to encompass a sequential C–N/O and C–S/Se bond fomation.

Graphical abstract: Iodine(iii)-mediated intramolecular sulfeno- and selenofunctionalization of β,γ-unsaturated tosyl hydrazones and oximes

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Publication details

The article was received on 23 Nov 2017, accepted on 15 Dec 2017 and first published on 18 Dec 2017


Article type: Paper
DOI: 10.1039/C7OB02892J
Citation: Org. Biomol. Chem., 2018,16, 490-498
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    Iodine(III)-mediated intramolecular sulfeno- and selenofunctionalization of β,γ-unsaturated tosyl hydrazones and oximes

    J. Yu and C. Cai, Org. Biomol. Chem., 2018, 16, 490
    DOI: 10.1039/C7OB02892J

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