Cyclopropanation–ring expansion of 3-chloroindoles with α-halodiazoacetates: novel synthesis of 4-quinolone-3-carboxylic acid and norfloxacin

Peeters, Sara; Berntsen, Linn Neerbye; Rongved, Pål; Bonge-Hansen, Tore
Journal article; PublishedVersion; Peer reviewed
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Year
2019
Permanent link
http://urn.nb.no/URN:NBN:no-80943

CRIStin
1735954

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Original version
Beilstein Journal of Organic Chemistry. 2019, 15, 2156-2160, DOI: https://doi.org/10.3762/bjoc.15.212
Abstract
We present a short and efficient way of synthesizing two synthetically versatile 4-quinolone-3-carboxylate building blocks by cyclopropanation-ring expansion of 3-chloroindoles with α-halodiazoacetates as the key step. This novel transformation was applied towards the synthesis of the antibiotic drug norfloxacin.
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