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Radical-Mediated Dearomatization of Indoles with Sulfinate Reagents for the Synthesis of Fluorinated Spirocyclic Indolines
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    Radical-Mediated Dearomatization of Indoles with Sulfinate Reagents for the Synthesis of Fluorinated Spirocyclic Indolines
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    Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), Equipe Méthodologie, Synthèse et Molécules Thérapeutiques, Univ. Paris Sud, CNRS, Université Paris-Saclay, 15, rue Georges Clemenceau, 91405 Orsay, Cedex, France
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    Organic Letters

    Cite this: Org. Lett. 2017, 19, 23, 6336–6339
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    https://doi.org/10.1021/acs.orglett.7b03155
    Published November 14, 2017
    Copyright © 2017 American Chemical Society

    Abstract

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    The dearomative introduction of trifluoromethyl and 1,1-difluoroethyl radicals, generated from their corresponding sulfinate salts, into the C2 position of indole derivatives allows the diastereoselective synthesis of three-dimensional 3,3-spirocyclic indolines over C–H functionalized indoles.

    Copyright © 2017 American Chemical Society

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    CCDC 15753541575356 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, or by emailing [email protected], or by contacting The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033.

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    Organic Letters

    Cite this: Org. Lett. 2017, 19, 23, 6336–6339
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.orglett.7b03155
    Published November 14, 2017
    Copyright © 2017 American Chemical Society

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