Catalyst- and solvent-free coupling of 2-methyl quinazolinones and 3-(trifluoroacetyl)coumarins: An environmentally benign access of quinazolinone derivatives
An environmentally benign highly atom-economic protocol for the construction of the CC bond has been developed under catalyst- and solvent-free conditions. This protocol involves the efficient coupling of 2-methyl quinazolinones with 3-(trifluoroacetyl)coumarins for the access of quinazolinone deri...
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| Format: | Article |
| Language: | English |
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Elsevier
2023-03-01
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| Series: | Journal of Saudi Chemical Society |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S131961032300025X |
| _version_ | 1797861170821988352 |
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| author | Xiaodan Chang Liangxin Fan Lijun Shi Zhenliang Pan Guoyu Yang Cuilian Xu Lulu Wu Caixia Wang |
| author_facet | Xiaodan Chang Liangxin Fan Lijun Shi Zhenliang Pan Guoyu Yang Cuilian Xu Lulu Wu Caixia Wang |
| author_sort | Xiaodan Chang |
| collection | DOAJ |
| description | An environmentally benign highly atom-economic protocol for the construction of the CC bond has been developed under catalyst- and solvent-free conditions. This protocol involves the efficient coupling of 2-methyl quinazolinones with 3-(trifluoroacetyl)coumarins for the access of quinazolinone derivatives in excellent yields (up to 90 %). The crystal structure of compound 3di was investigated by X-ray diffraction analysis. The biological activities, such as in vitro antifungal activity of the quinazolinone derivatives against Fusarium graminearum, Fusarium moniliforme, Fusarium oxysporum, Phytophthora parasitica var nicotianae, and Rhizoctonia solani Kuhn, were investigated. The bioassay results indicated that most of the target products exhibited promising fungicidal activities, and compound 3 cl exhibited 95 % fungicidal activity against R. solani, with an EC50 value of 10.6 μg/mL. |
| first_indexed | 2024-04-09T21:57:46Z |
| format | Article |
| id | doaj.art-b60c9ca91cab4101880e03b9a1bdc191 |
| institution | Directory Open Access Journal |
| issn | 1319-6103 |
| language | English |
| last_indexed | 2024-04-09T21:57:46Z |
| publishDate | 2023-03-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Saudi Chemical Society |
| spelling | doaj.art-b60c9ca91cab4101880e03b9a1bdc1912023-03-24T04:22:09ZengElsevierJournal of Saudi Chemical Society1319-61032023-03-01272101621Catalyst- and solvent-free coupling of 2-methyl quinazolinones and 3-(trifluoroacetyl)coumarins: An environmentally benign access of quinazolinone derivativesXiaodan Chang0Liangxin Fan1Lijun Shi2Zhenliang Pan3Guoyu Yang4Cuilian Xu5Lulu Wu6Caixia Wang7College of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCorresponding authors.; College of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCorresponding authors.; College of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaAn environmentally benign highly atom-economic protocol for the construction of the CC bond has been developed under catalyst- and solvent-free conditions. This protocol involves the efficient coupling of 2-methyl quinazolinones with 3-(trifluoroacetyl)coumarins for the access of quinazolinone derivatives in excellent yields (up to 90 %). The crystal structure of compound 3di was investigated by X-ray diffraction analysis. The biological activities, such as in vitro antifungal activity of the quinazolinone derivatives against Fusarium graminearum, Fusarium moniliforme, Fusarium oxysporum, Phytophthora parasitica var nicotianae, and Rhizoctonia solani Kuhn, were investigated. The bioassay results indicated that most of the target products exhibited promising fungicidal activities, and compound 3 cl exhibited 95 % fungicidal activity against R. solani, with an EC50 value of 10.6 μg/mL.http://www.sciencedirect.com/science/article/pii/S131961032300025XQuinazolinone derivativesTertiary alcoholsCatalyst-freeSolvent-freeAntifungal activity |
| spellingShingle | Xiaodan Chang Liangxin Fan Lijun Shi Zhenliang Pan Guoyu Yang Cuilian Xu Lulu Wu Caixia Wang Catalyst- and solvent-free coupling of 2-methyl quinazolinones and 3-(trifluoroacetyl)coumarins: An environmentally benign access of quinazolinone derivatives Journal of Saudi Chemical Society Quinazolinone derivatives Tertiary alcohols Catalyst-free Solvent-free Antifungal activity |
| title | Catalyst- and solvent-free coupling of 2-methyl quinazolinones and 3-(trifluoroacetyl)coumarins: An environmentally benign access of quinazolinone derivatives |
| title_full | Catalyst- and solvent-free coupling of 2-methyl quinazolinones and 3-(trifluoroacetyl)coumarins: An environmentally benign access of quinazolinone derivatives |
| title_fullStr | Catalyst- and solvent-free coupling of 2-methyl quinazolinones and 3-(trifluoroacetyl)coumarins: An environmentally benign access of quinazolinone derivatives |
| title_full_unstemmed | Catalyst- and solvent-free coupling of 2-methyl quinazolinones and 3-(trifluoroacetyl)coumarins: An environmentally benign access of quinazolinone derivatives |
| title_short | Catalyst- and solvent-free coupling of 2-methyl quinazolinones and 3-(trifluoroacetyl)coumarins: An environmentally benign access of quinazolinone derivatives |
| title_sort | catalyst and solvent free coupling of 2 methyl quinazolinones and 3 trifluoroacetyl coumarins an environmentally benign access of quinazolinone derivatives |
| topic | Quinazolinone derivatives Tertiary alcohols Catalyst-free Solvent-free Antifungal activity |
| url | http://www.sciencedirect.com/science/article/pii/S131961032300025X |
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