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 an...
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| Format: | Article |
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MDPI AG
2018-10-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/23/11/2810 |
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| author | Ana I. Koleva Nevena I. Petkova-Yankova Rositca D. Nikolova |
| author_facet | Ana I. Koleva Nevena I. Petkova-Yankova Rositca D. Nikolova |
| author_sort | Ana I. Koleva |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-04-12T19:42:24Z |
| format | Article |
| id | doaj.art-8c1ed2672cab4e77ba0a0847cd561f16 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-12T19:42:24Z |
| publishDate | 2018-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-8c1ed2672cab4e77ba0a0847cd561f162022-12-22T03:19:03ZengMDPI AGMolecules1420-30492018-10-012311281010.3390/molecules23112810molecules23112810Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted BiscoumarinsAna I. Koleva0Nevena I. Petkova-Yankova1Rositca D. Nikolova2Department of Organic Chemistry and Pharmacognosy, Faculty of Chemistry and Pharmacy, Sofia University “St. Kliment Ohridski”, 1 J. Bouchier Buld., 1164 Sofia, BulgariaDepartment of Organic Chemistry and Pharmacognosy, Faculty of Chemistry and Pharmacy, Sofia University “St. Kliment Ohridski”, 1 J. Bouchier Buld., 1164 Sofia, BulgariaDepartment of Organic Chemistry and Pharmacognosy, Faculty of Chemistry and Pharmacy, Sofia University “St. Kliment Ohridski”, 1 J. Bouchier Buld., 1164 Sofia, BulgariaA 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.https://www.mdpi.com/1420-3049/23/11/2810coumarinsbiscoumarinsorganometallic reagentsradical couplinghomodimerizationultrasound irradiationaci-nitro tautomer |
| spellingShingle | Ana I. Koleva Nevena I. Petkova-Yankova Rositca D. Nikolova Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins Molecules coumarins biscoumarins organometallic reagents radical coupling homodimerization ultrasound irradiation aci-nitro tautomer |
| title | Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins |
| title_full | Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins |
| title_fullStr | Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins |
| title_full_unstemmed | Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins |
| title_short | Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins |
| title_sort | ultrasound assisted metal mediated method for the formation of tetrahydro 3 3 disubstituted biscoumarins |
| topic | coumarins biscoumarins organometallic reagents radical coupling homodimerization ultrasound irradiation aci-nitro tautomer |
| url | https://www.mdpi.com/1420-3049/23/11/2810 |
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