Rhodium-Catalyzed Ortho-Vinylation of 2-Arylpyridines and Its Application in the Total Synthesis of Palmatine
An efficient protocol by Rh-catalyzed direct C–H vinylation of 2-arylpyridines with a commercially available and air-stable potassium vinyl donor has been developed. This method affords the corresponding pyridinyl styrene derivative with moderate to excellent yields under mild conditions, which is e...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
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Georg Thieme Verlag KG
2020-06-01
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| Series: | Pharmaceutical Fronts |
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| Online Access: | http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1712998 |
| _version_ | 1819160219003912192 |
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| author | Shan Lv Ruifang Nie Lingmei Guo Yang Zheng Yanzhao Liu Li Guo Yong Wu |
| author_facet | Shan Lv Ruifang Nie Lingmei Guo Yang Zheng Yanzhao Liu Li Guo Yong Wu |
| author_sort | Shan Lv |
| collection | DOAJ |
| description | An efficient protocol by Rh-catalyzed direct C–H vinylation of 2-arylpyridines with a commercially available and air-stable potassium vinyl donor has been developed. This method affords the corresponding pyridinyl styrene derivative with moderate to excellent yields under mild conditions, which is extremely beneficial to the total synthesis of the natural product palmatine. |
| first_indexed | 2024-12-22T16:52:58Z |
| format | Article |
| id | doaj.art-410bcc36b8564932930333e98f0789f3 |
| institution | Directory Open Access Journal |
| issn | 2628-5088 2628-5096 |
| language | English |
| last_indexed | 2024-12-22T16:52:58Z |
| publishDate | 2020-06-01 |
| publisher | Georg Thieme Verlag KG |
| record_format | Article |
| series | Pharmaceutical Fronts |
| spelling | doaj.art-410bcc36b8564932930333e98f0789f32022-12-21T18:19:32ZengGeorg Thieme Verlag KGPharmaceutical Fronts2628-50882628-50962020-06-010202e94e9910.1055/s-0040-1712998Rhodium-Catalyzed Ortho-Vinylation of 2-Arylpyridines and Its Application in the Total Synthesis of PalmatineShan Lv0Ruifang Nie1Lingmei Guo2Yang Zheng3Yanzhao Liu4Li Guo5Yong Wu6Sichuan Engineering Laboratory for Plant-Sourced Drug and Research Center for Drug Industrial Technology, Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu, ChinaSichuan Engineering Laboratory for Plant-Sourced Drug and Research Center for Drug Industrial Technology, Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu, ChinaSichuan Engineering Laboratory for Plant-Sourced Drug and Research Center for Drug Industrial Technology, Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu, ChinaSichuan Engineering Laboratory for Plant-Sourced Drug and Research Center for Drug Industrial Technology, Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu, ChinaSichuan Engineering Laboratory for Plant-Sourced Drug and Research Center for Drug Industrial Technology, Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu, ChinaSichuan Engineering Laboratory for Plant-Sourced Drug and Research Center for Drug Industrial Technology, Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu, ChinaSichuan Engineering Laboratory for Plant-Sourced Drug and Research Center for Drug Industrial Technology, Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu, ChinaAn efficient protocol by Rh-catalyzed direct C–H vinylation of 2-arylpyridines with a commercially available and air-stable potassium vinyl donor has been developed. This method affords the corresponding pyridinyl styrene derivative with moderate to excellent yields under mild conditions, which is extremely beneficial to the total synthesis of the natural product palmatine.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1712998rhodium-catalyzedc–h activation ortho-vinylationpotassium vinyltrifluoroboratepalmatine |
| spellingShingle | Shan Lv Ruifang Nie Lingmei Guo Yang Zheng Yanzhao Liu Li Guo Yong Wu Rhodium-Catalyzed Ortho-Vinylation of 2-Arylpyridines and Its Application in the Total Synthesis of Palmatine Pharmaceutical Fronts rhodium-catalyzed c–h activation ortho-vinylation potassium vinyltrifluoroborate palmatine |
| title | Rhodium-Catalyzed Ortho-Vinylation of 2-Arylpyridines and Its Application in the Total Synthesis of Palmatine |
| title_full | Rhodium-Catalyzed Ortho-Vinylation of 2-Arylpyridines and Its Application in the Total Synthesis of Palmatine |
| title_fullStr | Rhodium-Catalyzed Ortho-Vinylation of 2-Arylpyridines and Its Application in the Total Synthesis of Palmatine |
| title_full_unstemmed | Rhodium-Catalyzed Ortho-Vinylation of 2-Arylpyridines and Its Application in the Total Synthesis of Palmatine |
| title_short | Rhodium-Catalyzed Ortho-Vinylation of 2-Arylpyridines and Its Application in the Total Synthesis of Palmatine |
| title_sort | rhodium catalyzed ortho vinylation of 2 arylpyridines and its application in the total synthesis of palmatine |
| topic | rhodium-catalyzed c–h activation ortho-vinylation potassium vinyltrifluoroborate palmatine |
| url | http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1712998 |
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