Author:
Elinson Michail N.,Vereshchagin Anatoly N.,Korshunov Alexander D.,Egorov Mikhail P.
Abstract
AbstractA fast (15 min) and efficient cascade reaction of salicylaldehydes and 1,3-dimethylbarbituric acid in the presence ofp-TsOH as a catalyst furnishes substituted 5-(1,3-dimethyl-2,4-dioxo-1,3,4,5-tetrahydro-2H-chromeno[2,3-d]pyrimidin-5-yl)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-triones1a–h, containing both chromeno[2,3-d]pyrimidine and hexahydropyrimidine-2,4,6-trione pharmacologically active fragments, in 95–99% yields. This new procedure is characterized by the use of inexpensive reagents and a simple workup.
Reference66 articles.
1. Synthesis and anticancer activities of 4-oxobenzopyrano[2,3-d]pyrimidines;Anti-Cancer Drugs,1999
2. Sodium acetate catalyzed multicomponent approach to medicinally privileged 2-amino-4H-chromene scaffold from salicylaldehydes, malononitrile and cyanoacetates;Mendeleev Commun.,2014
3. Novel chromeno[2,3-d]pyrimidines-design, synthesis and antioxidant activity;Lett. Drug Des. Discov.,2017
4. A novel, facile, rapid, solvent free protocol for the one pot green synthesis of chromeno[2,3-d]pyrimidines using reusable nano ZnAl2O4 – a NOSE approach and photophysical studies;RSC Adv.,2015
5. ‘On water’ Knoevenagel condensation of isatins with malononitrile;Mendeleev Commun.,2011