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)

[thumbnail of Seath-etal-Synthesis2016-Synthesis-of-oxindoles-and-benzofuranones]
Preview
 Text. Filename: Seath_etal_Synthesis2016_Synthesis_of_oxindoles_and_benzofuranones.pdf
Accepted Author Manuscript
Download (1MB)| Preview

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.

  • 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:14 Apr 2024 00:38
    Related URLs:
    URI:https://strathprints.strath.ac.uk/id/eprint/57889
CORE (COnnecting REpositories)