14651-45-7Relevant academic research and scientific papers
A new type of cascade reaction: direct conversion of carbonyl compounds and malononitrile into substituted tetracyanocyclopropanes
Elinson, Michail N.,Vereshchagin, Anatolii N.,Stepanov, Nikita O.,Ilovaisky, Alexey I.,Vorontsov, Alexander Ya.,Nikishin, Gennady I.
experimental part, p. 6057 - 6062 (2011/03/19)
A new type of chemical cascade reaction was found: the direct formation of cyclopropanes from carbonyl compounds and C-H acid. The action of free halogen or active halogen containing compounds on a mixture of 1 equiv of carbonyl compound and 2 equiv of malononitrile in a basic alcohol solution results in the formation of substituted 1,1,2,2-tetracyanocyclopropanes in 15-80% yield. The latter are well-known precursors for the different bicyclic heterosystems, among them compounds containing a cyclopropane ring and possessing different types of pharmacological activity. Thus, the new, simple and efficient 'one-pot' way to substituted tetracyanocyclopropanes in 50-80% yield was found directly from such simple and reasonable starting compounds as aldehydes, or some cyclic ketones, or substituted cyclohexanones and malononitrile.
Electrocatalytic transformation of malononitrile and cycloalkylidenemalononitriles into spirobicyclic and spirotricyclic compounds containing 1,1,2,2-tetracyanocyclopropane fragment
Elinson,Fedukovich,Vereshchagin,Dorofeev,Dmitriev,Nikishin
, p. 2235 - 2240 (2007/10/03)
Electrolysis of malononitrile and cycloalkylidenemalononitriles in EtOH in an undivided cell in the presence of NaBr affords spirobicyclic compounds containing a 1,1,2,2-tetracyanocyclopropane fragment in 50-88% yields.
