Expanding the Possibilities for Heterocycle Synthesis by Propargyl Silane Cyclization via the 1,2-Silyl Shift
Balticum Organicum Syntheticum 2024: Abstract Book
2024
Rasma Kroņkalne,
Artjoms Ubaidullajevs,
Rūdolfs Beļaunieks,
Māris Turks
In this work we demonstrate the use propargyl silanes as precursors for various O-, S-, N-heterocycles, containing a highly stereodefined olefin side chain (Scheme 1). Brønsted acids, electrophilic halogen sources and selenyl chloride induce this transformation, providing diverse functionalization for the resulting olefin side chain. Further synthetic utility of the obtained products is demonstrated by electrophilic substitution (C=C-Si → C=C-Hal) and cross-coupling reactions.1
References 1. Kroņkalne, R.; Beļaunieks, R.; Ubaidullajevs, A.; Mishnev, A.; Turks, M. J. Org. Chem. 2023, 88, 13857.
Atslēgas vārdi
PROPARGYL SILANES, HETEROCYCLIZATION
Kroņkalne, R., Ubaidullajevs, A., Beļaunieks, R., Turks, M. Expanding the Possibilities for Heterocycle Synthesis by Propargyl Silane Cyclization via the 1,2-Silyl Shift. No: Balticum Organicum Syntheticum 2024: Abstract Book, Latvija, Riga, 7.-10. jūlijs, 2024. Riga: 2024, 79.-79.lpp.
Publikācijas valoda
English (en)