Issue 5, 2000
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

The synthesis of 3-methyleneindol-2(3H )-ones related to mitomycinsvia 5-exo-digaryl radical cyclisation

Shirley A. Bruntona  and  Keith Jones†*a  

* Corresponding authors

a Department of Chemistry, King’s College London, Strand, London, UK

Abstract

The synthesis of acetylenic amides from 2-bromoaniline and propiolic acids followed by their cyclisation via the derived aryl radical is presented. Silylation of the terminal end of the triple bond is shown to be required for successful cyclisation to 3-methyleneindol-2(3H )-ones. The exocyclic double bond can be epoxidised using m-chloroperoxybenzoic acid (MCPBA).

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Article information

DOI
https://doi.org/10.1039/A907920C
Article type
Paper
Submitted
01 Oct 1999
Accepted
08 Nov 1999
First published
25 Feb 2000

J. Chem. Soc., Perkin Trans. 1, 2000, 763-768

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The synthesis of 3-methyleneindol-2(3H )-ones related to mitomycins via 5-exo-dig aryl radical cyclisation

S. A. Brunton and K. Jones, J. Chem. Soc., Perkin Trans. 1, 2000, 763 DOI: 10.1039/A907920C

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