Synthesis of 4-(Tert-Butyldimethylsilyl)-4,5,6,7-Tetrahydro-[1,2,3]Triazolo[1,5-A]Pyridine

Molbank 2022
Rasma Kroņkalne, Rūdolfs Beļaunieks, Māris Turks

SN2 rection between 4-(tert-butyldimethylsilyl)hex-5-yn-1-yl 4-methylbenzenesulfonate and NaN3 in DMF at 80 °C provided (6-azidohex-1-yn-3-yl)(tert-butyl)dimethylsilane intermediate, which underwent in situ intramolecular thermal Huisgen azide–alkyne cycloaddition reaction. This one-pot process gave 4-(tert-butyldimethylsilyl)-4,5,6,7-tetrahydro-[1,2,3]triazolo[1,5-a]pyridine in 78% yield.

Keywords
triazole; triazolopyridine; Huisgen thermal cycloaddition; azide; intramolecular cyclization
DOI
10.3390/M1427
Hyperlink
https://www.mdpi.com/1422-8599/2022/3/M1427/htm

Kroņkalne, R., Beļaunieks, R., Turks, M. Synthesis of 4-(Tert-Butyldimethylsilyl)-4,5,6,7-Tetrahydro-[1,2,3]Triazolo[1,5-A]Pyridine. Molbank, 2022, Vol. 2022, No. 3, Article number M1427. ISSN 1422-8599. Available from: doi:10.3390/M1427

Publication language
English (en)