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Gold(I)-Catalyzed Intramolecular 7-endo-dig Cyclization of Triene-Yne Systems: New Access towards Azulenothiophenes. 2024
Rebeka Eshagh Saatlo, and
Julian Oczlon, and
Jonas Wunsch, and
Matthias Rudolph, and
Frank Rominger, and
Thomas Oeser, and
Farshad Shiri, and
Alireza Ariafard, and
A Stephen K Hashmi
University of Heidelberg, Organisch-Chemisches Institut, GERMANY.
We report the direct synthesis of new azulene derivatives through gold-catalyzed cyclization reactions. A five-membered ring as backbone in the applied triene-yne substrates turned out to be crucial to induce the 7-endo-dig cyclization mode necessary to trigger azulene formation. The obtained targets are of high interest due to their potential applications in different fields, like organic materials, medicine or cosmetics. UV/Vis spectra and cyclic voltammetry were measured, based on these the electronic properties were determined . Short two or three step sequences towards the applied starting materials make this approach synthetically highly attractive.
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