Tetrahedron

The reactions of nitrones with indoles

H Chalaye-Mauger, JN Denis, MT Averbuch-Pouchot…

Index: Chalaye-Mauger, Helene; Denis, Jean-Noel; Averbuch-Pouchot, Marie-Therese; Vallee, Yannick Tetrahedron, 2000 , vol. 56, # 5 p. 791 - 804

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Citation Number: 55

Abstract

The reaction of nitrones with various indole derivatives has been studied. When the reaction was promoted by ClSiMe3, the isolated products were 3, 3′-diindolylalkanes. With HCl as the activating reagent, 3-indolylhydroxylamines were isolated. The diastereoselectivity of this condensation with a nitrone derived from cysteine was investigated. A method for the introduction of an alkylhydroxylamino group onto position 2 of indole, the synthesis of ...