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Issue 21, 2018
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Regioselective indole C2-alkylation using β-CF3-substituted enones under redox neutral Rh(III) catalysis

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Abstract

Rhodium(III) catalyzed C–H alkylation at the C2-position of indole with β-trifluoromethyl-α,β-unsaturated ketones is described. The reactions proceed efficiently with low catalyst loading and a broad range of substrates with excellent functional group compatibility. The scale-up reaction was successfully achieved with 0.5 mol% of the Rh catalyst without significant decrease in the yield. This protocol provides direct access to pharmaceutically important indole derivatives containing a stereogenic carbon center bearing a CF3 functionality at the C2-position.

Graphical abstract: Regioselective indole C2-alkylation using β-CF3-substituted enones under redox neutral Rh(iii) catalysis

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Publication details

The article was received on 28 Aug 2018, accepted on 27 Sep 2018 and first published on 27 Sep 2018


Article type: Research Article
DOI: 10.1039/C8QO00932E
Org. Chem. Front., 2018,5, 3133-3137

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    Regioselective indole C2-alkylation using β-CF3-substituted enones under redox neutral Rh(III) catalysis

    B. Chaudhary, M. Diwaker and S. Sharma, Org. Chem. Front., 2018, 5, 3133
    DOI: 10.1039/C8QO00932E

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