Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3'-Disubstituted Biscoumarins

A new method for faster and simple preparation of 3,3',4,4'-tetrahydro-3,3'-disubstituted-4,4'-biscoumarins with participation of an organozinc reagent is reported. The reaction is promoted by ultrasound irradiation and it offers a simple experimental setup and excellent reproduc...

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Bibliographic Details
Published inMolecules (Basel, Switzerland) Vol. 23; no. 11; p. 2810
Main Authors Koleva, Ana I, Petkova-Yankova, Nevena I, Nikolova, Rositca D
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 29.10.2018
MDPI
Subjects
aci-nitro tautomer
biscoumarins
coumarins
Dimerization
homodimerization
Irradiation
Kinases
organometallic reagents
radical coupling
Reagents
Solvents
Ultrasonic imaging
Ultrasonic testing
Ultrasound
ultrasound irradiation
Zinc
aci-nitro tautomer
homodimerization
biscoumarins
coumarins
ultrasound irradiation
organometallic reagents
radical coupling
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Summary:A new method for faster and simple preparation of 3,3',4,4'-tetrahydro-3,3'-disubstituted-4,4'-biscoumarins with participation of an organozinc reagent is reported. The reaction is promoted by ultrasound irradiation and it offers a simple experimental setup and excellent reproducibility of the results. Moreover, homodimers were isolated in yields of 45⁻92%. The dimerization conditions are applicable to coumarins with electron-withdrawing groups at third position.
Bibliography:ObjectType-Article-1
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content type line 23
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules23112810