Adaptive alcohols-alcohols cross-coupling via TFA catalysis: access of unsymmetrical ethers
Abstract Ethers are high value organic compounds widely applied in chemical industry, natural products, material, pharmaceuticals, argochemicals, as well as modern organic synthesis. Herein, we report an adaptive TFA-catalyzed cross-coupling of alcohols with various oxygen nucleophiles (nitro-, halo...
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| Format: | Article |
| Language: | English |
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BMC
2025-01-01
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| Series: | BMC Chemistry |
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| Online Access: | https://doi.org/10.1186/s13065-025-01379-4 |
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| author | Chengxiu Liu Jiaxin Liang Yuqiu Liang Lu Ouyang Youchun Li |
| author_facet | Chengxiu Liu Jiaxin Liang Yuqiu Liang Lu Ouyang Youchun Li |
| author_sort | Chengxiu Liu |
| collection | DOAJ |
| description | Abstract Ethers are high value organic compounds widely applied in chemical industry, natural products, material, pharmaceuticals, argochemicals, as well as modern organic synthesis. Herein, we report an adaptive TFA-catalyzed cross-coupling of alcohols with various oxygen nucleophiles (nitro-, halogen-, sulfur-, nitrogen-, aryl-, and alkynyl-substituted aliphatic alcohols), delivering diverse unsymmetrical ethers under mild conditions and simple operation. This protocol features a broad range of substrate scope and high catalytic efficiency (54 examples, up to 99% yield). The decagram scale performance and one-step synthesis of drug molecules evidenced the potential industrial production and practicability of this protocol. Graphical Abstract |
| format | Article |
| id | doaj-art-5ca11a4c93c04a0494740317cb122450 |
| institution | Kabale University |
| issn | 2661-801X |
| language | English |
| publishDate | 2025-01-01 |
| publisher | BMC |
| record_format | Article |
| series | BMC Chemistry |
| spelling | doaj-art-5ca11a4c93c04a0494740317cb1224502025-01-12T12:06:44ZengBMCBMC Chemistry2661-801X2025-01-011911910.1186/s13065-025-01379-4Adaptive alcohols-alcohols cross-coupling via TFA catalysis: access of unsymmetrical ethersChengxiu Liu0Jiaxin Liang1Yuqiu Liang2Lu Ouyang3Youchun Li4Jiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical UniversityJiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical UniversityJiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical UniversityJiangxi Province Key Laboratory of Pharmacology of Traditional Chinese Medicine, School of Pharmacy, Gannan Medical UniversityThe Affiliated Ganzhou Hospital, Jiangxi Medical College, Nanchang UniversityAbstract Ethers are high value organic compounds widely applied in chemical industry, natural products, material, pharmaceuticals, argochemicals, as well as modern organic synthesis. Herein, we report an adaptive TFA-catalyzed cross-coupling of alcohols with various oxygen nucleophiles (nitro-, halogen-, sulfur-, nitrogen-, aryl-, and alkynyl-substituted aliphatic alcohols), delivering diverse unsymmetrical ethers under mild conditions and simple operation. This protocol features a broad range of substrate scope and high catalytic efficiency (54 examples, up to 99% yield). The decagram scale performance and one-step synthesis of drug molecules evidenced the potential industrial production and practicability of this protocol. Graphical Abstracthttps://doi.org/10.1186/s13065-025-01379-4Unsymmetrical etherificationAlcohol-alcohol cross-couplingCatalytic nucleophilic substitution |
| spellingShingle | Chengxiu Liu Jiaxin Liang Yuqiu Liang Lu Ouyang Youchun Li Adaptive alcohols-alcohols cross-coupling via TFA catalysis: access of unsymmetrical ethers BMC Chemistry Unsymmetrical etherification Alcohol-alcohol cross-coupling Catalytic nucleophilic substitution |
| title | Adaptive alcohols-alcohols cross-coupling via TFA catalysis: access of unsymmetrical ethers |
| title_full | Adaptive alcohols-alcohols cross-coupling via TFA catalysis: access of unsymmetrical ethers |
| title_fullStr | Adaptive alcohols-alcohols cross-coupling via TFA catalysis: access of unsymmetrical ethers |
| title_full_unstemmed | Adaptive alcohols-alcohols cross-coupling via TFA catalysis: access of unsymmetrical ethers |
| title_short | Adaptive alcohols-alcohols cross-coupling via TFA catalysis: access of unsymmetrical ethers |
| title_sort | adaptive alcohols alcohols cross coupling via tfa catalysis access of unsymmetrical ethers |
| topic | Unsymmetrical etherification Alcohol-alcohol cross-coupling Catalytic nucleophilic substitution |
| url | https://doi.org/10.1186/s13065-025-01379-4 |
| work_keys_str_mv | AT chengxiuliu adaptivealcoholsalcoholscrosscouplingviatfacatalysisaccessofunsymmetricalethers AT jiaxinliang adaptivealcoholsalcoholscrosscouplingviatfacatalysisaccessofunsymmetricalethers AT yuqiuliang adaptivealcoholsalcoholscrosscouplingviatfacatalysisaccessofunsymmetricalethers AT luouyang adaptivealcoholsalcoholscrosscouplingviatfacatalysisaccessofunsymmetricalethers AT youchunli adaptivealcoholsalcoholscrosscouplingviatfacatalysisaccessofunsymmetricalethers |