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Issue 5, 2013
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Ruthenium-catalyzed ortho-C–H bond alkylation of aromatic amides with α,β-unsaturated ketones via bidentate-chelation assistance

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Abstract

A new chelation assisted reaction using a removable 8-aminoquinoline bidentate directing group that permits the ruthenium-catalyzed ortho-C–H bond alkylation of aromatic amides with various α,β-unsaturated ketones under straightforward conditions has been developed. This methodology represents the first efficient utilization of enones in the ortho directed ruthenium-catalyzed addition of C–H bonds to C–C double bonds. The reaction offers a broad scope and a high functional group tolerance.

Graphical abstract: Ruthenium-catalyzed ortho-C–H bond alkylation of aromatic amides with α,β-unsaturated ketones via bidentate-chelation assistance

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Publication details

The article was received on 02 Feb 2013, accepted on 19 Mar 2013 and first published on 19 Mar 2013


Article type: Edge Article
DOI: 10.1039/C3SC50310K
Citation: Chem. Sci., 2013,4, 2201-2208
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    Ruthenium-catalyzed ortho-C–H bond alkylation of aromatic amides with α,β-unsaturated ketones via bidentate-chelation assistance

    G. Rouquet and N. Chatani, Chem. Sci., 2013, 4, 2201
    DOI: 10.1039/C3SC50310K

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