SYNTHESIS AND PROPERTIES OF HETEROCYCLIC BETA-NITRONITRONE - 1,2,2,5,5-PENTAMETHYL-4-NITROMETHYL-3-IMIDAZOLINE 3-OXIDE

Authors
REZNIKOV VA VISHNIVETSKAYA LA VOLODARSKY LB
Citation
Va. Reznikov et al., SYNTHESIS AND PROPERTIES OF HETEROCYCLIC BETA-NITRONITRONE - 1,2,2,5,5-PENTAMETHYL-4-NITROMETHYL-3-IMIDAZOLINE 3-OXIDE, Russian chemical bulletin, 43(2), 1994, pp. 275-278
Citations number
10
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
43
Issue
2
Year of publication
1994
Pages
275 - 278
Database
ISI
SICI code
1066-5285(1994)43:2<275:SAPOHB>2.0.ZU;2-S
Abstract
The reaction of methyl nitrone, a derivative of 3-imidazoline 3-oxide, with methyl nitrate in the presence of PhLi results in beta-nitronitr one. The interaction of the latter with electrophiles involves, as a r ule, the methylene group. Nitrile oxide, which is an 3-imidazoline 3-o xide derivative, has been generated by thermolysis of gem-nitrooxime. This easily dimerizes to furoxan or undergoes regioselective 1,3-dipol ar cycloaddition with alkenes.