Journal of heterocyclic chemistry

3H??indolium salts efficiently prepared from N??substituted anilines and α??branched ketones by an one??pot synthesis

T Zimmermann, O Brede

Index: Zimmermann, Thomas; Brede, Ortwin Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 1 p. 103 - 108

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Citation Number: 6

Abstract

Abstract Starting with the N-substituted anilines 4/12 and the α-branched ketones 3 the 3H- indolium salts 1 and their fused derivatives 13 are prepared by combining a sodium nitrite nitrosation, a zinc dust reduction, a hydrazone formation and a Fischer indolization to a reaction sequence in which the isolation and purification of intermediates is not necessary. The scope and limitations of this effective one-pot synthesis are discussed.