Copper-Catalyzed Arylation of Propargyl Silanes with Consequent Internal Cyclization
Balticum Organicum Syntheticum 2024: Abstract Book 2024
Armands Sebris, Rūdolfs Beļaunieks, Rasma Kroņkalne, Māris Turks

Recently we have published synthesis methods for propargyl silane 1,3-difunctionalization with concomitant silyl shift. The concept involves propargylsilane activation with an electrophile, followed by a 1,2-silyl shift. This creates an electrophilic carbon center that can react with a nucleophile. This work presents a formal carbon electrophile to activate the propargylsilane. In this case aryl cuprate, generated from diaryliodane, activates the propargylsilane, which undergoes a 1,2-silyl shift. This generates a carbenium ion or its equivalent, which is trapped by the alcohol. Aromatic groups with electron donating and electron withdrawing substituents and some heteroaromatic groups can be used.


Atslēgas vārdi
Propargylsilane, diaryliodane, difunctionalization
Hipersaite
https://boschem.eu/bos2024/wp-content/uploads/sites/5/2024/07/BOS2024_Abstract-Book.pdf

Sebris, A., Beļaunieks, R., Kroņkalne, R., Turks, M. Copper-Catalyzed Arylation of Propargyl Silanes with Consequent Internal Cyclization. No: Balticum Organicum Syntheticum 2024: Abstract Book, Latvija, Riga, 7.-10. jūlijs, 2024. Riga: 2024, 139.-139.lpp.

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English (en)
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