The first example of the cascade assembly of a spirocyclopropane structure: direct transformation of benzylidenemalononitriles and N, N′-dialkylbarbituric acids into substituted 2-aryl-4,6,8-trioxo-5,7-diazaspiro[2.5]octane-1,1-dicarbonitriles

The direct formation of substituted 2-aryl-4,6,8-trioxo-5,7-diazaspiro[2.5]octane-1,1-dicarbonitriles in 75–95% yields from benzylidenemalononitriles and N,N′-dialkylbarbituric acids is described.

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Bibliographic Details
Published inTetrahedron letters Vol. 51; no. 2; pp. 428 - 431
Main Authors Elinson, Michail N., Vereshchagin, Anatolii N., Stepanov, Nikita O., Zaimovskaya, Tatiana A., Merkulova, Valentina M., Nikishin, Gennady I.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 13.01.2010
Elsevier
Subjects
5,7-Diazaspiro[2.5]octane
Barbituric acids
Benzylidenemalononitriles
Chemistry
Chemistry, Organic
Cyclopropane formation
Physical Sciences
Science & Technology
Barbituric acids
Benzylidenemalononitriles
Cyclopropane formation
5,7-Diazaspiro[2.5]octane
INHIBITION
ANALOGS
MALONONITRILE
COMBINATORIAL
CYCLOPROPANES
DERIVATIVES
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Summary:The direct formation of substituted 2-aryl-4,6,8-trioxo-5,7-diazaspiro[2.5]octane-1,1-dicarbonitriles in 75–95% yields from benzylidenemalononitriles and N,N′-dialkylbarbituric acids is described.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2009.11.065