New Way to Substitute Tetracyanocyclopropanes : One-Pot Cascade Assembling of Carbonyls and Malononitrile by the Only Bromine Direct Action

The new type of the chemical cascade reaction was found: formation of cyclopropanes from carbonyl compounds and CH acid by the only bromine direct action. The action of aqueous bromine on the carbonyl compounds and malononitrile in EtOH-H2O solutions in the presence of NaOAc results in the formation...

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Bibliographic Details
Published in:ISRN Organic Chemistry 2011, Vol.2011 (2011), p.1-5
Main Authors: Vereshchagin, Anatolii N., Elinson, Michail N., Stepanov, Nikita O., Nikishin, Gennady I.
Format: Article
Language:English
Subjects:
Carbon
Chemistry
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Summary:The new type of the chemical cascade reaction was found: formation of cyclopropanes from carbonyl compounds and CH acid by the only bromine direct action. The action of aqueous bromine on the carbonyl compounds and malononitrile in EtOH-H2O solutions in the presence of NaOAc results in the formation of 3-substituted 1,1,2,2-tetracyanocyclopropanes in 48–93% yields. The latter are well-known precursors for the different bicyclic heterosystems, among them those containing cyclopropane ring and those possessing different types of pharmacological activity.
ISSN:2090-5149
2090-5157
DOI:10.5402/2011/469453