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Palladium-catalyzed synthesis and fluorescence study of 2,3-diaryl-5-ethynylbenzo[e]indoles
Authors:Hoang Huy Do  Richy Hauptmann  Alexander Villinger  Annette-Enrica Surkus  Stefan Lochbrunner  Peter Ehlers  Peter Langer
Affiliation:1. Institut für Chemie, Universität Rostock, Albert Einstein Str. 3a, 18059, Rostock, Germany;2. Leibniz-Institut für Katalyse an der Universität Rostock e.V., Albert Einstein Str. 29a, 18059, Rostock, Germany;3. Institut für Physik, Universität Rostock, Albert Einstein Str. 23-24, 18059, Rostock, Germany
Abstract:A series of new ethynylated benzoindoles were synthesized starting with the nucleophilic attack of naphthoquinone by lithium acetylides. The resulting 1,4-diethynylnaphthalenes were applied in palladium catalyzed CN coupling - hydroamination domino reactions. The obtained compounds fluoresce in the near ultraviolet and blue spectral region with high quantum yields (65–78%).
Keywords:Catalysis  Cyclization  Fluorescence  Heterocycles  Palladium
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