High pressure assisted 1,3-dipolar cycloadditions: Synthesis of silylated triazoles from heteroaryl azides

Citation
L. Farina et al., High pressure assisted 1,3-dipolar cycloadditions: Synthesis of silylated triazoles from heteroaryl azides, HIGH PR RES, 18(1-6), 2000, pp. 365-371
Citations number
7
Categorie Soggetti
Physics
Journal title
HIGH PRESSURE RESEARCH
ISSN journal
08957959 → ACNP
Volume
18
Issue
1-6
Year of publication
2000
Pages
365 - 371
Database
ISI
SICI code
0895-7959(2000)18:1-6<365:HPA1CS>2.0.ZU;2-F
Abstract
The 1,3-dipolar cycloaddition of 2- and 3-benzothiopheneazide with (trimeth ylsilyl)acetylene to yield 1,2,3-triazoles has been studied at pressures up to 1 GPa. The kinetics as a function of pressure was followed interfacing a diamond anvil cell to a FTIR spectrometer. Alike with aryl azides, the ra te of reaction was found to increase logarithmically with pressure with a y ield close to quantitative.