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The Reactions of Nitrones with Indoles

✍ Scribed by Hélène Chalaye-Mauger; Jean-Noël Denis; Marie-Thérèse Averbuch-Pouchot; Yannick Vallée


Book ID
104209814
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
330 KB
Volume
56
Category
Article
ISSN
0040-4020

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✦ Synopsis


The reaction of nitrones with various indole derivatives has been studied. When the reaction was promoted by ClSiMe 3 , the isolated products were 3,3 H -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 three natural 3,3 H -diindolylalkanes and of non-symmetric diindolylalkanes are also reported.


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1998 indole derivatives, isoindole derivatives indole derivatives, isoindole derivatives R 0140 09 -123 The Reaction of Nitrones with Indoles. Synthesis of Asymmetrical Diindolylalkanes. -Indole reacts with nitrones (II) derived from aliphatic aldehydes in the presence of HCl (generated in situ from