Tetrahedron

A new type of cascade reaction: direct conversion of carbonyl compounds and malononitrile into substituted tetracyanocyclopropanes

…, NO Stepanov, AI Ilovaisky, AY Vorontsov, GI Nikishin

Index: Elinson, Michail N.; Vereshchagin, Anatolii N.; Stepanov, Nikita O.; Ilovaisky, Alexey I.; Vorontsov, Alexander Ya.; Nikishin, Gennady I. Tetrahedron, 2009 , vol. 65, # 31 p. 6057 - 6062

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Citation Number: 16

Abstract

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 1equiv of carbonyl compound and 2equiv 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 ...