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Nat Prod Res. 2017 Jan;31(1):1-6. Epub 2016 Apr 14.

Efficient synthesis of 9,10-dihydropyrano[2,3-h]chromene-2,8-dione derivatives in ionic liquid and the study of their antioxidant activity.

Author information

1
a Department of Chemistry, Firoozkooh Branch , Islamic Azad University , Firoozkooh , Iran.
2
b Faculty of Chemistry, Department of Organic Chemistry , University of Mazandaran , Babolsar , Iran.

Abstract

Ionic liquid N,N,N',N'-tetramethylguanidinium trifluoroacetate (TMGT) has been applied as a green and reusable catalyst for the one-pot synthesis of 10-aryl substituted-9,10-dihydropyrano[2,3-h]chromene-2,8-diones via reaction of various aromatic aldehydes, 5,7-dihydroxycoumarin derivatives and Meldrum's acid. The reactions were rapid, clean and the products were prepared in good yield. The ionic liquid was stable during the reaction process and reused without significant loss of its activity. The synthesised compounds were evaluated for their antioxidant activity by a 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay.

KEYWORDS:

5,7-dihydroxycoumarin; N,N,N',N'-tetramethylguanidinium trifluoroacetate; antioxidant activity; aromatic aldehyde; meldrum’s acid

PMID:
27080044
DOI:
10.1080/14786419.2016.1166493
[Indexed for MEDLINE]

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