Specific features of the reactivity of nitrothiolene 1,1-dioxides

Citation
Vm. Berestovitskaya, Specific features of the reactivity of nitrothiolene 1,1-dioxides, RUSS J G CH, 70(9), 2000, pp. 1419-1436
Citations number
129
Categorie Soggetti
Chemistry
Journal title
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
ISSN journal
10703632 → ACNP
Volume
70
Issue
9
Year of publication
2000
Pages
1419 - 1436
Database
ISI
SICI code
1070-3632(200009)70:9<1419:SFOTRO>2.0.ZU;2-S
Abstract
The review deals with the chemical properties of 2-nitro-2- and 4-nitro-3-t hiolene 1,1-dioxides. The former exhibit increased tendency to nucleophilic addition, and the latter are highly active in different reactions: nitroal lyl-nitrovinyl isomerization, reactions with nucleophilic, electrophilic, a nd radical reagents, as well as cheletropic trasformations. The specific re activity of 4-nitro-3-thiolene 1,1-dioxides characterize them as unique uns aturated nitro compounds having no linear or carbocyclic analogs.