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

✍ Scribed by Michail N. Elinson; Anatolii N. Vereshchagin; Nikita O. Stepanov; Pavel A. Belyakov; Gennady I. Nikishin

• Publisher: Elsevier Science
• Year: 2010
• Tongue: French
• Weight: 249 KB
• Volume: 51
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2010.10.041

✦ Synopsis

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 cascade process. Spirobarbiturates containing the furo [2,3-d]pyrimidine framework are a class of compounds with interesting pharmacological and physiological activity.