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Sulfoximine-Directed Ruthenium-Catalyzed ortho-C–H Alkenylation of (Hetero)Arenes: Synthesis of EP3 Receptor Antagonist Analogue
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    Sulfoximine-Directed Ruthenium-Catalyzed ortho-C–H Alkenylation of (Hetero)Arenes: Synthesis of EP3 Receptor Antagonist Analogue
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    School of Chemistry, University of Hyderabad, Hyderabad 500046, India
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    The Journal of Organic Chemistry

    Cite this: J. Org. Chem. 2014, 79, 13, 6123–6134
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    https://doi.org/10.1021/jo5008465
    Published June 6, 2014
    Copyright © 2014 American Chemical Society

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    The reusable sulfoximine directing-group-assisted Ru(II)-catalyzed chemo- and regioselective ortho-C–H alkenylation of arenes and heteroarenes with acrylates and α,β-unsaturated ketones/vinyl sulfone is shown. The N-aroyl sulfoximine undergoes annulation with diphenylacetylene, delivering isoquinolinones and methyl phenyl sulfoxide. The present protocol is successfully employed for the synthesis of the EP3 receptor antagonist analogue.

    Copyright © 2014 American Chemical Society

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    Figures giving the 1H and 13C spectra of new compounds. This material is available free of charge via the Internet at http://pubs.acs.org.

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    This article is cited by 112 publications.

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    Cite this: J. Org. Chem. 2014, 79, 13, 6123–6134
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    Published June 6, 2014
    Copyright © 2014 American Chemical Society

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