A green chemoselective one-pot protocol for expeditious synthesis of symmetric pyranodipyrimidine derivatives using ZrOCl2.8H2O

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-...

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Main Authors: Mehdi Rimaz, Hossein Mousavi, Mojgan Behnam, Behzad Khalili
Format: Article
Language:English
Published: Growing Science 2016-09-01
Series:Current Chemistry Letters
Subjects:
Online Access:http://www.growingscience.com/ccl/Vol5/ccl_2016_12.pdf
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spelling doaj-d238c9778f5348ce8fb8ecb163fc93382020-11-24T22:59:32ZengGrowing ScienceCurrent Chemistry Letters1927-72961927-730X2016-09-015414515410.5267/j.ccl.2016.8.001A green chemoselective one-pot protocol for expeditious synthesis of symmetric pyranodipyrimidine derivatives using ZrOCl2.8H2O Mehdi RimazHossein MousaviMojgan BehnamBehzad KhaliliA 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.http://www.growingscience.com/ccl/Vol5/ccl_2016_12.pdfLewis-acid catalysis Green chemistryPyranopyrimidineArylglyoxalOne-pot synthesis
collection DOAJ
language English
format Article
sources DOAJ
author Mehdi Rimaz
Hossein Mousavi
Mojgan Behnam
Behzad Khalili
spellingShingle Mehdi Rimaz
Hossein Mousavi
Mojgan Behnam
Behzad Khalili
A green chemoselective one-pot protocol for expeditious synthesis of symmetric pyranodipyrimidine derivatives using ZrOCl2.8H2O
Current Chemistry Letters
Lewis-acid catalysis Green chemistry
Pyranopyrimidine
Arylglyoxal
One-pot synthesis
author_facet Mehdi Rimaz
Hossein Mousavi
Mojgan Behnam
Behzad Khalili
author_sort Mehdi Rimaz
title A green chemoselective one-pot protocol for expeditious synthesis of symmetric pyranodipyrimidine derivatives using ZrOCl2.8H2O
title_short A green chemoselective one-pot protocol for expeditious synthesis of symmetric pyranodipyrimidine derivatives using ZrOCl2.8H2O
title_full A green chemoselective one-pot protocol for expeditious synthesis of symmetric pyranodipyrimidine derivatives using ZrOCl2.8H2O
title_fullStr A green chemoselective one-pot protocol for expeditious synthesis of symmetric pyranodipyrimidine derivatives using ZrOCl2.8H2O
title_full_unstemmed A green chemoselective one-pot protocol for expeditious synthesis of symmetric pyranodipyrimidine derivatives using ZrOCl2.8H2O
title_sort green chemoselective one-pot protocol for expeditious synthesis of symmetric pyranodipyrimidine derivatives using zrocl2.8h2o
publisher Growing Science
series Current Chemistry Letters
issn 1927-7296
1927-730X
publishDate 2016-09-01
description 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.
topic Lewis-acid catalysis Green chemistry
Pyranopyrimidine
Arylglyoxal
One-pot synthesis
url http://www.growingscience.com/ccl/Vol5/ccl_2016_12.pdf
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