8-Iodo-4-methyl-2-oxo-2<i>H</i>-chromen-7-yl Benzenesulfonate
We report a straightforward and efficient synthesis of 4-methyl-2-oxo-2<i>H</i>-chromen-7-yl benzenesulfonate (<b>3a</b>) and 8-iodo-4-methyl-2-oxo-2<i>H</i>-chromen-7-yl benzenesulfonate (<b>3b</b>) in good yields through an <i>O</i>-sulfo...
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| Format: | Article |
| Language: | English |
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MDPI AG
2024-08-01
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| Series: | Molbank |
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| Online Access: | https://www.mdpi.com/1422-8599/2024/3/M1869 |
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| author | Luis Pulido-Moreno Andrés Parra-Tibocha Alexander Ladino-Bejarano Mario A. Macías Diana Becerra Juan-Carlos Castillo |
| author_facet | Luis Pulido-Moreno Andrés Parra-Tibocha Alexander Ladino-Bejarano Mario A. Macías Diana Becerra Juan-Carlos Castillo |
| author_sort | Luis Pulido-Moreno |
| collection | DOAJ |
| description | We report a straightforward and efficient synthesis of 4-methyl-2-oxo-2<i>H</i>-chromen-7-yl benzenesulfonate (<b>3a</b>) and 8-iodo-4-methyl-2-oxo-2<i>H</i>-chromen-7-yl benzenesulfonate (<b>3b</b>) in good yields through an <i>O</i>-sulfonylation reaction of 7-hydroxy-2<i>H</i>-chromen-2-ones <b>1a</b> and <b>1b</b> with benzenesulfonyl chloride <b>2</b> mediated by triethylamine in dichloromethane at ambient temperature. The aryl sulfonyl esters were characterized using spectroscopic, spectrometric, and thermal analyses. |
| format | Article |
| id | doaj-art-ed081e86f6cc4e81aee88a0ee6903911 |
| institution | OA Journals |
| issn | 1422-8599 |
| language | English |
| publishDate | 2024-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj-art-ed081e86f6cc4e81aee88a0ee69039112025-08-20T01:55:42ZengMDPI AGMolbank1422-85992024-08-0120243M186910.3390/M18698-Iodo-4-methyl-2-oxo-2<i>H</i>-chromen-7-yl BenzenesulfonateLuis Pulido-Moreno0Andrés Parra-Tibocha1Alexander Ladino-Bejarano2Mario A. Macías3Diana Becerra4Juan-Carlos Castillo5Electiva Disciplinar V, Espectrometría de Masas, Escuela de Ciencias Químicas, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja 150003, ColombiaElectiva Disciplinar V, Espectrometría de Masas, Escuela de Ciencias Químicas, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja 150003, ColombiaElectiva Disciplinar V, Espectrometría de Masas, Escuela de Ciencias Químicas, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja 150003, ColombiaCristalografía y Química de Materiales, CrisQuimMat, Departamento de Química, Universidad de los Andes, Carrera 1 No. 18A-10, Bogotá 111711, ColombiaElectiva de Profundización II, Síntesis y Caracterización de Compuestos Heterocíclicos, Escuela de Ciencias Químicas, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja 150003, ColombiaElectiva Disciplinar V, Espectrometría de Masas, Escuela de Ciencias Químicas, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja 150003, ColombiaWe report a straightforward and efficient synthesis of 4-methyl-2-oxo-2<i>H</i>-chromen-7-yl benzenesulfonate (<b>3a</b>) and 8-iodo-4-methyl-2-oxo-2<i>H</i>-chromen-7-yl benzenesulfonate (<b>3b</b>) in good yields through an <i>O</i>-sulfonylation reaction of 7-hydroxy-2<i>H</i>-chromen-2-ones <b>1a</b> and <b>1b</b> with benzenesulfonyl chloride <b>2</b> mediated by triethylamine in dichloromethane at ambient temperature. The aryl sulfonyl esters were characterized using spectroscopic, spectrometric, and thermal analyses.https://www.mdpi.com/1422-8599/2024/3/M1869coumarinaryl sulfonyl ester<i>O</i>-sulfonylation reaction |
| spellingShingle | Luis Pulido-Moreno Andrés Parra-Tibocha Alexander Ladino-Bejarano Mario A. Macías Diana Becerra Juan-Carlos Castillo 8-Iodo-4-methyl-2-oxo-2<i>H</i>-chromen-7-yl Benzenesulfonate Molbank coumarin aryl sulfonyl ester <i>O</i>-sulfonylation reaction |
| title | 8-Iodo-4-methyl-2-oxo-2<i>H</i>-chromen-7-yl Benzenesulfonate |
| title_full | 8-Iodo-4-methyl-2-oxo-2<i>H</i>-chromen-7-yl Benzenesulfonate |
| title_fullStr | 8-Iodo-4-methyl-2-oxo-2<i>H</i>-chromen-7-yl Benzenesulfonate |
| title_full_unstemmed | 8-Iodo-4-methyl-2-oxo-2<i>H</i>-chromen-7-yl Benzenesulfonate |
| title_short | 8-Iodo-4-methyl-2-oxo-2<i>H</i>-chromen-7-yl Benzenesulfonate |
| title_sort | 8 iodo 4 methyl 2 oxo 2 i h i chromen 7 yl benzenesulfonate |
| topic | coumarin aryl sulfonyl ester <i>O</i>-sulfonylation reaction |
| url | https://www.mdpi.com/1422-8599/2024/3/M1869 |
| work_keys_str_mv | AT luispulidomoreno 8iodo4methyl2oxo2ihichromen7ylbenzenesulfonate AT andresparratibocha 8iodo4methyl2oxo2ihichromen7ylbenzenesulfonate AT alexanderladinobejarano 8iodo4methyl2oxo2ihichromen7ylbenzenesulfonate AT marioamacias 8iodo4methyl2oxo2ihichromen7ylbenzenesulfonate AT dianabecerra 8iodo4methyl2oxo2ihichromen7ylbenzenesulfonate AT juancarloscastillo 8iodo4methyl2oxo2ihichromen7ylbenzenesulfonate |