Synthesis of oxindoles and benozfuranones via oxidation of 2-heterocyclic BMIDAs

Seath, Ciaran Paul and Fyfe, James W. B. and Molloy, John J. and Watson, Allan J. B. (2016) Synthesis of oxindoles and benozfuranones via oxidation of 2-heterocyclic BMIDAs. Synthesis. ISSN 0039-7881 (https://doi.org/10.1055/s-0035-1562619)

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Abstract

The synthesis of functionalized oxindoles and benzofuranones via oxidation of 2-BMIDA indoles and benzofurans, respectively, is described. Interconversion of boron species (BMIDAàBF3K) was necessary to enable oxidation and overcome boronic acid stability issues associated with a difficult BMIDA hydrolysis. Overall, a robust process was developed that allowed access to a small library of oxindole and benzofuranone products and facilitated the step-efficient synthesis of biologically-active compounds containing the oxindole pharmacophore.

ORCID iDs

Seath, Ciaran Paul ORCID logoORCID: https://orcid.org/0000-0002-6774-128X, Fyfe, James W. B. ORCID logoORCID: https://orcid.org/0000-0001-8501-9197, Molloy, John J. ORCID logoORCID: https://orcid.org/0000-0002-0538-7852 and Watson, Allan J. B.;
  • Item type:Article
    ID code:57889
    Dates:
    Date
    Event
    12 August 2016
    Published
    12 August 2016
    Published Online
    22 July 2016
    Accepted
    Notes:© Copyright 2016, Thieme Medical Publishers Inc.
    Subjects:Science > Chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:21 Sep 2016 13:27
    Last modified:11 Nov 2024 11:31
    Related URLs:
    URI:https://strathprints.strath.ac.uk/id/eprint/57889
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