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A fast way to fluorescence: a fourfold domino reaction to condensed polycyclic compounds
Lutz F Tietze1, Christoph Eichhorst, Tim Hungerland
1Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077 Göttingen (Germany), Fax: (+49) 551-39-9476. ltietze@gwdg.de.
Abstract:
A fast and efficient palladium-catalyzed fourfold domino Sonogashira/double-carbopalladation/CH-activation reaction that converts simple aromatic systems into complex polycyclic hydrocarbons has been developed. A number of substituted products has thus been prepared in yields up to 89 %. The structural assignment has been confirmed by using single-crystal X-ray crystallography. The products show intriguing fluorescence activity and thus might serve as chemical sensors or fluorescent imaging dyes.
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