Gold-catalyzed transformation of 2-alkynyl arylazides: Efficient access to the valuable pseudoindoxyl and indolyl frameworks

Alexander Wetzel 1 Fabien Gagosz 1
1 DCSO - Laboratoire de synthèse organique
Abstract : An element of surprise: A series of functionalized 2-alkynyl arylazides has beed converted into 3-substituted indoles or 2,2-disubstituted indolin-3-ones in the presence of a gold(I) complex. Various oxygen or aryl nucleophiles can be used in this process to trap the intermediate a-imino gold carbene. The structural motifs of the products are found in a large variety of biologically active compounds and natural products. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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Submitted on : Wednesday, February 26, 2014 - 9:03:24 PM
Last modification on : Thursday, February 7, 2019 - 5:09:59 PM

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Alexander Wetzel, Fabien Gagosz. Gold-catalyzed transformation of 2-alkynyl arylazides: Efficient access to the valuable pseudoindoxyl and indolyl frameworks. Angewandte Chemie International Edition, Wiley-VCH Verlag, 2011, 50 (32), pp.7354-7358. ⟨10.1002/anie.201102707⟩. ⟨hal-00950028⟩

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