Synlett

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

R Bujok, Z Wróbel, K Wojciechowski

Index: Bujok, Robert; Wrbel, Zbigniew; Wojciechowski, Krzysztof Synlett, 2012 , vol. 23, # 9 p. 1315 - 1320

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Citation Number: 6

Abstract

Abstract Reaction of α-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- ...