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Metal-free selective mono-halodecarboxylation of heteroarenes under mild conditions
Scott H Henderson1, Ryan A West1, Simon E Ward2
1Sussex Drug Discovery Centre, University of Sussex, Brighton BN1 9RH, UK.
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.
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