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Sort articles by: Volume | Date | Most Rates | Most Views | Reviews | Alphabet
1.

Fast and convenient synthesis of new symmetric pyrano[2,3-d:6,5-d']dipyrimidinones by an organocatalyzed annulation reaction Pages 55-68 Right click to download the paper Download PDF

Authors: Mehdi Rimaz, Hossein Mousavi, Mojgan Behnam, Leila Sarvari, Behzad Khalili

DOI: 10.5267/j.ccl.2016.12.001

Keywords: Pyranodipyrimidinones, DABCO, One-pot, Arylglyoxalmonohydrate

Abstract:
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. This protocol has the advantages of environmental friendless, very simple operation, high regio- and chemoselectivity and moderate to excellent yields.
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Journal: CCL | Year: 2017 | Volume: 6 | Issue: 2 | Views: 3264 | Reviews: 0

 
2.

A green chemoselective one-pot protocol for expeditious synthesis of symmetric pyranodipyrimidine derivatives using ZrOCl2.8H2O Pages 145-154 Right click to download the paper Download PDF

Authors: Mehdi Rimaz, Hossein Mousavi, Mojgan Behnam, Behzad Khalil

DOI: 10.5267/j.ccl.2016.8.001

Keywords: Lewis-acid catalysis Green chemistry, Pyranopyrimidine, Arylglyoxal, One-pot synthesis

Abstract:
A convenient, highly efficient and time economic method has been described for the chemo- and regioselective synthesis of 5-aryloyl-1,3,7,9-tetraalkyl-2,8-dithioxo-2,3,8,9-tetrahydro-1H-pyrano[2,3-d:6,5-dˊ]dipyrimidine-4,6(5H,7H)-diones derivatives by one-pot two-component reaction of 1,3-diethyl-2-thiobarbituric acid or 1,3-dimethyl-2-thiobarbituric acid with substituted arylglyoxalmonohydrates using commercially available zirconium (IV) oxydichloride octahydrate (ZrOCl2.8H2O) as green Lewis acid catalyst. This method is associated with some attractive characteristics such as good selectivity, very short reaction time, high yield of products, cleaner reaction profile, no harmful by-product, cheap and environmental benign catalyst, simple experimental and work-up procedure. This procedure does not require solvent separation and purification steps such as column chromatography.
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Journal: CCL | Year: 2016 | Volume: 5 | Issue: 4 | Views: 2405 | Reviews: 0

 
3.

ZrOCl2.8H2O as a green and efficient catalyst for the expeditious synthesis of substituted 3-arylpyrimido[4,5-c]pyridazines in water Pages 159-168 Right click to download the paper Download PDF

Authors: Mehdi Rimaz, Hossein Mousavi, Paria Keshavarz, Behzad Khalili

DOI: 10.5267/j.ccl.2015.6.001

Keywords: Arylglyoxal, Clustered water, Hydrazine, Pyrimidopyridazine, ZrOCl2.8H2O

Abstract:
A new and simple synthetic methodology for the preparation of 3-arylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-diones and 3-aryl-5-oxo-7-thioxo-7,8-dihydropyrimido[4,5-c]pyridazin-5(6H)-ones by a one-pot three component reaction of barbituric acid or thiobarbituric acid with arylglyoxals in the presence of catalytic amount of ZrOCl2∙8H2O as green Lewis acid and hydrazine hydrate at ambient temperature in water was reported. All of these pyrimidopyridazines derivatives have one clustered water molecule in their molecular structure. The use of ZrOCl2∙8H2O catalyst is feasible because of its easy availability, convenient handling, high stability, simple recovery, reusability, good activity and eco-friendly.
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Journal: CCL | Year: 2015 | Volume: 4 | Issue: 4 | Views: 2318 | Reviews: 0

 

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