90771-89-4Relevant academic research and scientific papers
One-pot cascade assembling of 3-substituted tetracyanocyclopropanes from alkylidenemalononitriles and malononitrile by the only bromine direct action
Vereshchagin, Anatolii N.,Elinson, Michail N.,Stepanov, Nikita O.,Nikishin, Gennady I.
experimental part, p. 324 - 325 (2010/01/18)
The new cascade reaction was found: the formation of cyclopropanes from alkylidenemalononitriles and malononitrile by the only bromine direct action; the action of aqueous bromine on the equal amounts of alkylidenemalononitriles and malononitrile in EtOH-
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.
A new strategy of the chemical route to the cyclopropane structure: direct transformation of benzylidenemalononitriles and malononitrile into 1,1,2,2-tetracyanocyclopropanes
Elinson, Michail N.,Feducovich, Sergey K.,Stepanov, Nikita O.,Vereshchagin, Anatolii N.,Nikishin, Gennady I.
, p. 708 - 713 (2008/09/16)
The new reaction was found: the direct formation of cyclopropanes from activated olefins and C-H acids. The action of free halogen or active halogen containing compounds on the equal amounts of benzylidenemalononitriles and malononitrile in basic alcohol
Electrochemical transformation of malononitrile and carbonyl compounds into functionally substituted cyclopropanes: Electrocatalytic variant of the Wideqvist reaction
Elinson, Michail N.,Feducovich, Sergey K.,Lizunova, Tatiana L.,Nikishin, Gennady I.
, p. 3063 - 3069 (2007/10/03)
Electrolysis of malononitrile and carbonyl compounds in the presence of alkali metal halides in an undivided cell results in the formation of substituted 1,1,2,2-tetracyanocyclopropanes in 60-90% yield. This electrocatalytic variant of the Wideqvist reaction using malononitrile instead of bromomalonitrile was successfully performed. Electrocatalytic transformation of substituted 1,1,2,2-tetracyanocyclopropanes in methanol or ethanol in an undivided cell leads to substituted 2-amino-4,4-dialkoxy-1,5- dicyano-3-azabicyclo[3.1.0]hex-2-enes in 70-95% yields after 0.05-0.10 F/mol of electricity has been passed. (C) 2000 Elsevier Science Ltd.
