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Reaktionen von elektronenreichen Heterocyclen mit Orthocarbonsäure-Derivaten, 4. Mitt. RegioselektiveLewis-Säure-induzierte elektrophile Substitution an Methylindolen mit Orthoameisensäuretriethylester und Trithio-orthoameisensäuretriethylester

Reactions of electron-rich heterocycles with derivatives of carboxylic ortho acids, IV. RegioselectiveLewis acid-mediated electrophile substitution of methylindoles with ethyl orthoformate and ethyl trithioorthoformate

  • Organische Chemie Und Biochemie
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Abstract

The methylindoles3 a–3 c react with ethyl orthoformate1 a or ethyl trithioorthoformate1 b byLewis-acid catalysis regioselectively to bisindolylmethyl-cations4 and to trisindolylmethanes5. In this type of reactions the orthoester electrophiles represent potent acylation equivalents with nearly equal reactivity.

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Authors and Affiliations

  1. Institut für Pharmazie und Lebensmittelchemie der Universität Würzburg, D-8700, Würzburg, Bundesrepublik Deutschland

    J. Müller, L. Pfeuffer & U. Pindur

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  1. J. Müller
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  2. L. Pfeuffer
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  3. U. Pindur
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Müller, J., Pfeuffer, L. & Pindur, U. Reaktionen von elektronenreichen Heterocyclen mit Orthocarbonsäure-Derivaten, 4. Mitt. RegioselektiveLewis-Säure-induzierte elektrophile Substitution an Methylindolen mit Orthoameisensäuretriethylester und Trithio-orthoameisensäuretriethylester. Monatsh Chem 116, 365–370 (1985). https://doi.org/10.1007/BF00799970

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  • DOI: https://doi.org/10.1007/BF00799970

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