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Issue 34, 2018
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Iodine-mediated cross-dehydrogenative coupling of pyrazolones and alkenes

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Abstract

An iodine-mediated alkenylation of pyrazolones with simple alkenes under an air atmosphere has been developed. By this protocol, the pharmaceutically relevant pyrazolone scaffold was directly adorned with a readily transformable olefinic functional group through a cross-dehydrogenative coupling process in moderate to excellent yields. The coupling products could be facilely manipulated by, for example, the Heck reaction and hydrogenation treatment, thus enriching the pyrazolone derivatives. Based on the observation of the reaction intermediate and mechanistical experiments, two possible reaction pathways were proposed.

Graphical abstract: Iodine-mediated cross-dehydrogenative coupling of pyrazolones and alkenes

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Publication details

The article was received on 12 Jul 2018, accepted on 07 Aug 2018 and first published on 09 Aug 2018


Article type: Paper
DOI: 10.1039/C8OB01645C
Citation: Org. Biomol. Chem., 2018,16, 6275-6283
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    Iodine-mediated cross-dehydrogenative coupling of pyrazolones and alkenes

    K. Yang, X. Bao, Y. Yao, J. Qu and B. Wang, Org. Biomol. Chem., 2018, 16, 6275
    DOI: 10.1039/C8OB01645C

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