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Issue 54, 2013
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Ruthenium catalyzed hydroaminoalkylation of isoprene via transfer hydrogenation: byproduct-free prenylation of hydantoins

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Abstract

The ruthenium catalyst derived from Ru3(CO)12 and triphos [Ph2P(CH2CH2PPh2)2] promotes the direct C–C coupling of isoprene with aryl substituted hydantoins 1a–1f at the diene C4-position to furnish products of n-prenylation 2a–2f. A mechanism involving hydantoin dehydrogenation followed by diene-imine oxidative coupling to furnish a transient aza-ruthencyclopentene is proposed.

Graphical abstract: Ruthenium catalyzed hydroaminoalkylation of isoprene via transfer hydrogenation: byproduct-free prenylation of hydantoins

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Publication details

The article was received on 09 May 2013, accepted on 23 May 2013 and first published on 31 May 2013


Article type: Communication
DOI: 10.1039/C3CC43463J
Citation: Chem. Commun., 2013,49, 6096-6098
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    Ruthenium catalyzed hydroaminoalkylation of isoprene via transfer hydrogenation: byproduct-free prenylation of hydantoins

    D. C. Schmitt, J. Lee, A. R. Dechert-Schmitt, E. Yamaguchi and M. J. Krische, Chem. Commun., 2013, 49, 6096
    DOI: 10.1039/C3CC43463J

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