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The Royal Society, Royal Society Open Science, 6(5), p. 180333, 2018

DOI: 10.1098/rsos.180333

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Metal-free selective mono-halodecarboxylation of heteroarenes under mild conditions

Journal article published in 2018 by Scott H. Henderson ORCID, Ryan A. West ORCID, Simon E. Ward ORCID, Mark A. Honey ORCID
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

The halodecarboxylation of heteroarene carboxylic acids by treatment with N -bromosuccinimide or N -chlorosuccinimide was performed. This procedure provides a convenient route to synthetically useful mono-halogenated heteroarene intermediates such as halo-indoles, -aza-indoles, -indazoles and -aza-indazoles. The mild conditions employed and simple protocol provides an advantage over traditional halodecarboxylation procedures that require expensive and toxic metal catalysts, basic conditions, time-consuming intermediate isolation and elevated reaction temperatures.