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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

✍ Scribed by Michail N. Elinson; Anatolii N. Vereshchagin; Nikita O. Stepanov; Tatiana A. Zaimovskaya; Valentina M. Merkulova; Gennady I. Nikishin

Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
325 KB
Volume
51
Category
Article
ISSN
0040-4039

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Cascade assembly of N,N′-dialkylbarbitur
Cascade assembly of N,N′-dialkylbarbituric acids and aldehydes: a simple and efficient one-pot approach to the substituted 1,5-dihydro-2H,2′H-spiro(furo[2,3-d]pyrimidine-6,5′-pyrimidine)-2,2′,4,4′,6′(1′H,3H,3′H)-pentone framework
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Cascade assembly of N,N 0 -dialkylbarbituric acids and aldehydes in the presence of bromine leads to the selective and efficient formation of substituted 1,5-dihydro-2H,2 0 H-spiro(furo[2,3-d]pyrimidine-6,5 0pyrimidine)-2,2 0 ,4,4 0 ,6 0 -(1 0 H,3H,3 0 H)-pentones in 70-88% yields via a complex casc

ChemInform Abstract: Cascade Assembly of
ChemInform Abstract: Cascade Assembly of N,N′-Dialkylbarbituric Acids and Aldehydes: A Simple and Efficient One-Pot Approach to the Substituted 1,5-Dihydro-2H,2′H-spiro(furo [2,3-d]pyrimidine-6,5′-pyrimidine)2,2′,4,4′,6′(1′H,3H,3′H)-pentone Framework.
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## Abstract Reaction of barbituric acid (I) with aromatic aldehydes is investigated in the presence of bromine under 2 different sets of reaction conditions.