Synthesis of 2-Aryl-and 2-Hetaryl-4, 6-dinitroindoles from 2, 4, 6-Trinitrotoluene

VV Rozhkov, AM Kuvshinov, VI Gulevskaya…

Index: Rozhkov, Vladimir V.; Kuvshinov, Alexander M.; Gulevskaya, Valentina I.; Chervin, Ivan I.; Shevelev, Svyatoslav A. Synthesis, 1999 , # 12 p. 2065 - 2070

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Citation Number: 41

Abstract

Abstract: A general preparative method for the synthesis of the previously unknown substituted indoles 2-aryl-and 2-hetaryl-4, 6-dinitroindoles from 2, 4, 6-trinitrotoluene (TNT) has been elaborated. The presented procedure involves condensation of TNT with aromatic and heteroaromatic aldehydes to give the corresponding (E)-stilbenes 1 (ak) and their heterocyclic analogues followed by regiospecific nucleophilic substitution of the ortho- ...