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Azide-alkyne cycloadditions with an electronically activated alkyne: indole formation via 1-aryl-1,2,3-triazole-derived imino carbenes.
Kachel, Stephanie; Jayaraman, Arumugam; Okorn, Alexander; Krummenacher, Ivo; Drescher, Regina; Brunecker, Carina; Fuchs, Sonja; Heß, Merlin; Stennett, Tom E; Braunschweig, Holger.
Afiliación
  • Kachel S; Institute for Inorganic Chemistry, Julius-Maximilians-Universität Würzburg, Am Hubland, Würzburg 97074, Germany. h.braunschweig@uni-wuerzburg.de.
  • Jayaraman A; Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Am Hubland, Würzburg 97074, Germany.
  • Okorn A; Institute for Inorganic Chemistry, Julius-Maximilians-Universität Würzburg, Am Hubland, Würzburg 97074, Germany. h.braunschweig@uni-wuerzburg.de.
  • Krummenacher I; Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Am Hubland, Würzburg 97074, Germany.
  • Drescher R; Institute for Inorganic Chemistry, Julius-Maximilians-Universität Würzburg, Am Hubland, Würzburg 97074, Germany. h.braunschweig@uni-wuerzburg.de.
  • Brunecker C; Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Am Hubland, Würzburg 97074, Germany.
  • Fuchs S; Institute for Inorganic Chemistry, Julius-Maximilians-Universität Würzburg, Am Hubland, Würzburg 97074, Germany. h.braunschweig@uni-wuerzburg.de.
  • Heß M; Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Am Hubland, Würzburg 97074, Germany.
  • Stennett TE; Institute for Inorganic Chemistry, Julius-Maximilians-Universität Würzburg, Am Hubland, Würzburg 97074, Germany. h.braunschweig@uni-wuerzburg.de.
  • Braunschweig H; Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Am Hubland, Würzburg 97074, Germany.
Chem Commun (Camb) ; 58(14): 2331-2334, 2022 Feb 15.
Article en En | MEDLINE | ID: mdl-35079758
We report that the use of a diaminoalkyne in the azide-alkyne cycloaddition with aryl azides leads to 3H-indoles under mild, uncatalysed conditions. Computations reveal that N2 extrusion from, in one case, isolable triazoles is facile, generating imino carbenes, which undergo intramolecular aryl C-H bond activation and give 3H-indoles as products.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2022 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Reino Unido
Texto completo
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Imprimir
XML
PubMed Links
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2022 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Reino Unido