Reaction of aryldiazonium tetrafluoroborates with vinyloxyethyl glycidyl ether in the presence of thiocyanato group

Authors
Gorbovoi, PM Zagrichuk, GY Baranovskii, VS Nedolya, NA Grishchuk, BD
Citation
Pm. Gorbovoi et al., Reaction of aryldiazonium tetrafluoroborates with vinyloxyethyl glycidyl ether in the presence of thiocyanato group, RUSS J G CH, 70(11), 2000, pp. 1763-1765
Citations number
9
Categorie Soggetti
Chemistry
Journal title
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
ISSN journal
10703632 → ACNP
Volume
70
Issue
11
Year of publication
2000
Pages
1763 - 1765
Database
ISI
SICI code
1070-3632(200011)70:11<1763:ROATWV>2.0.ZU;2-G
Abstract
Vinyloxyethyl glycidyl ether reacts with aryldiazonium tetrafluoroborates i n the presence of thiocyanate group with release of nitrogen from the diazo group and addition across the double bond of the aryl and thiocyanato grou ps to form [2-(1-thiocyanato-2-arylethoxy)ethoxymethyl]oxiranes. The reacti on is efficient only in the presence of a catalyst (copper salts). The ster eo- and regiospecificity of the reaction are consistent with the results of quantum-chemical calculations.