TAILIEUCHUNG - Fast and convenient synthesis of new symmetric pyrano[2,3-d:6,5-d']dipyrimidinones by an organocatalyzed annulation reaction

A fast and facile one-pot procedure for the preparation of symmetric 5-Aryloyl-1,9-dimethyl-5,9-dihydro-2H-pyrano[2,3-d:6,5-d']dipyrimidine-2,4,6,8(1H,3H,7H)-tetraone derivatives by two-component reaction of N-methylbarbituric acid and arylglyoxalmonohydrates catalyzed by DABCO in ethanol at 50 ºC is described. | Fast and convenient synthesis of new symmetric pyrano 2 3-d 6 5-d dipyrimidinones by an organocatalyzed annulation reaction Current Chemistry Letters 6 2017 55 68 Contents lists available at GrowingScience Current Chemistry Letters homepage Fast and convenient synthesis of new symmetric pyrano 2 3-d 6 5- d dipyrimidinones by an organocatalyzed annulation reaction Mehdi Rimaza Hossein Mousavia Mojgan Behnama Leila Sarvaria and Behzad Khalilib a Department of Chemistry Payame Noor University PO Box 19395-3697 Tehran Iran b Department of Chemistry Faculty of Sciences University of Guilan PO Box 41335-1914 Rasht Iran CHRONICLE ABSTRACT Article history A fast and facile one-pot procedure for the preparation of symmetric 5-Aryloyl-1 9-dimethyl- Received August 21 2016 5 9-dihydro-2H-pyrano 2 3-d 6 5-d dipyrimidine-2 4 6 8 1H 3H 7H -tetraone derivatives by Received in revised form two-component reaction of N-methylbarbituric acid and arylglyoxalmonohydrates catalyzed October 24 2016 by DABCO in ethanol at 50 ºC is described. This protocol has the advantages of environmental Accepted 7 December 2016 friendless very simple operation high regio- and chemoselectivity and moderate to excellent Available online yields. 7 December 2016 Keywords Pyranodipyrimidinones DABCO One-pot Arylglyoxalmonohydrate 2017 Growing Science Ltd. All rights reserved. 1. Introduction Fused heterocyclic scaffolds have attracted the attention of chemists due to their unique characteristics and wide applications in medicinal chemistry and material For example fused- pyran derivatives are an important class of heterocyclic scaffolds demonstrates a broad range of biological and pharmacological activities Fig 1 .2 Among different fused-pyran derivatives pyranopyrimidines are of significant importance in terms of their bioactivities Fig 2 .3 One-pot multicomponent reactions are highly efficient methods for the synthesis of natural and unnatural products due to their .

• Hoá học
• Organocatalyzed annulation reaction
• One pot procedure
• N methylbarbituric acid
• Regio and chemoselectivity
• Fused heterocyclic scaffolds