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RESEARCH ARTICLE
Contents Vol 67(2)

An Efficient One-pot Two-component Protocol for Regio- and Chemoselective Synthesis of 5-Aryloyl-1,3,7,9-tetraalkyl-2,8-dithioxo-2,3,8,9-tetrahydro-1H-pyrano[2,3-d:6,5-d']dipyrimidine-4,6(5H,7H)-diones

Mehdi Rimaz A D , Hossein Rabiei A , Behzad Khalili B and Rolf H. Prager C
+ Author Affiliations
- Author Affiliations

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.

C School of Chemistry, Physics and Earth Sciences, Flinders University, Adelaide 5001, Australia.

D Corresponding author. Email: rimaz.mehdi@gmail.com

Australian Journal of Chemistry 67(2) 283-288 https://doi.org/10.1071/CH13438
Submitted: 27 August 2013  Accepted: 8 October 2013   Published: 12 November 2013

Abstract

Novel symmetric fused pyrano[2,3-d]pyrimidine derivatives were synthesized in 75–92 % yield by a one-pot two-component reaction of arylglyoxals and 1,3-dialkyl-2-thiobarbituric acids in ethanol at room temperature. This is the first protocol to be reported for the synthesis of 5-aryloyl-1,3,7,9-tetraalkyl-2,8-dithioxo-2,3,8,9-tetrahydro-1H-pyrano[2,3-d:6,5-d′]dipyrimidine-4,6(5H,7H)-diones and the significant features of the present protocol are simplicity, high yields, a simple isolation procedure, and high chemoselectivity.


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