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Synthesis of Indolines by a Zn-Mediated Mannich Reaction/Pd-Catalyzed Amination Sequence

Marc Presset, Antoine Pignon, Jérôme Paul, Erwan Le Gall* , Eric Léonel and Thierry Martens

*Électrochimie et Synthèse Organique, Université Paris Est, ICMPE (UMR 7182), CNRS, UPEC, 2-8 rue Henri Dunant, F-94320 Thiais, France, Email: legallicmpe.cnrs.fr

M. Presset, A. Pignon, J. Paul, E. Le Gall, E. Léonel, T. Martens, J. Org. Chem., 2017, 82, 3302-3310.

DOI: 10.1021/acs.joc.7b00013 (free Supporting Information)


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Abstract

1,2-Disubstituted indolines have been prepared in good yields by a Zn-mediated organometallic Mannich reaction, followed by an intramolecular Buchwald-Hartwig reaction. The reactions are easy to set up and compatible with a broad range of simple or commercially available reagents. The method was further extended to the preparation of a 1,2,3-trisubstituted indolines.

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Key Words

indolines, Buchwald-Hartwig coupling


ID: J42-Y2017