Decarboxylation-based traceless linking with aroyl acrylic acids

John Nielsen

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    beta-Keto carboxylic acids are known to decarboxylate readily. In our pursuit to synthesize beta-indolinyl propiophenones, we have exploited this chemistry as a mean of establishing a traceless handle. 2-Aroyl acrylic acids have been esterified to a trityl resin, after which Michael-type addition of indolines have been performed. Upon cleavage, the products are decarboxylated, and the beta-indolinyl propiophenones are isolated. The reaction conditions have been optimized, and a small library has been prepared. (C) 1998 Elsevier Science Ltd. All rights reserved.
    Original languageEnglish
    JournalTetrahedron Letters
    Volume39
    Issue number15
    Pages (from-to)2207-2210
    ISSN0040-4039
    DOIs
    Publication statusPublished - 1998

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