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Issue 73, 2013
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Iron-catalyzed asymmetric haloamination reactions

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Abstract

The first iron(III)/N,N′-dioxide-catalyzed asymmetric haloamination of 3-alkylidene- and 3-arylidene-indolin-2-ones was developed, affording the corresponding chiral oxindole derivatives bearing vicinal haloamine substituents with excellent results (up to 99% yield, 99% ee, >19 : 1 dr). This iron catalyst also exhibits perfect enantioselectivity for chalcone derivatives. The cooperative activation of the substrate and the reagent in concert guarantees the high stereoselectivity.

Graphical abstract: Iron-catalyzed asymmetric haloamination reactions

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Publication details

The article was received on 12 Jun 2013, accepted on 05 Jul 2013 and first published on 01 Aug 2013


Article type: Communication
DOI: 10.1039/C3CC44421J
Citation: Chem. Commun., 2013,49, 8054-8056
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    Iron-catalyzed asymmetric haloamination reactions

    Y. Cai, X. Liu, P. Zhou, Y. Kuang, L. Lin and X. Feng, Chem. Commun., 2013, 49, 8054
    DOI: 10.1039/C3CC44421J

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