The synthesis of 3-methyleneindol-2(3H )-ones related to mitomycins via 5-exo-dig aryl radical cyclisation
- 25 February 2000
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 5,p. 763-768
- https://doi.org/10.1039/a907920c
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).Keywords
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