Expedient Synthesis of 1-Hydroxy-4- and 1-Hydroxy-6-nitroindoles

[摘要]：Reaction of alpha-chloroalkyl ketones with 1,3-dinitrobenzenes provides 2,4-dinitrobenzyl ketones which when reduced with tin(II) chloride form 6-nitro derivatives of 1-hydroxyindoles. An alternative approach is the condensation of 2,4- and 2,6-dinitrotoluenes with diethyl oxalate or ethyl trifluoroacetate provides dinitrobenzyl ketones which leads after reduction with tin(II) chloride to nitro derivatives of 1-hydroxyindol-2-carboxylates or 1-hydroxy-2-(trifluoromethyl)indoles, respectively.

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