{"title":"水杨醛活化Co(II)催化吲哚与烯烃的C-H氧化烯化反应","authors":"Jia-Wei Li, Shuai Shi, Mao-Gui Huang, Xiao-Hong Chen, Lu-Yuan Qiao, Yue-Jin Liu","doi":"10.1021/acs.joc.4c01643","DOIUrl":null,"url":null,"abstract":"A ligand-promoted oxidative dehydrogenation C–H alkenylation of indoles and olefins was achieved using commercial and low-cost Co(NO<sub>3</sub>)<sub>2</sub>·6H<sub>2</sub>O as a catalyst and Mn(OAc)<sub>2</sub> as an oxidant. The design and selection of electrically unique methyl-substituted salicylaldehyde as a ligand is the key to achieve this transformation. This protocol can introduce an indole backbone into diverse bioactive molecules such as ibuprofen, naproxen, and Estrol for late-stage synthetic modification, which has potential applications in the discovery of drug molecules containing an indole motif.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"44 1","pages":""},"PeriodicalIF":3.6000,"publicationDate":"2024-12-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Salicylaldehyde-Enabled Co(II)-Catalyzed Oxidative C–H Alkenylation of Indoles with Olefins\",\"authors\":\"Jia-Wei Li, Shuai Shi, Mao-Gui Huang, Xiao-Hong Chen, Lu-Yuan Qiao, Yue-Jin Liu\",\"doi\":\"10.1021/acs.joc.4c01643\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"A ligand-promoted oxidative dehydrogenation C–H alkenylation of indoles and olefins was achieved using commercial and low-cost Co(NO<sub>3</sub>)<sub>2</sub>·6H<sub>2</sub>O as a catalyst and Mn(OAc)<sub>2</sub> as an oxidant. The design and selection of electrically unique methyl-substituted salicylaldehyde as a ligand is the key to achieve this transformation. This protocol can introduce an indole backbone into diverse bioactive molecules such as ibuprofen, naproxen, and Estrol for late-stage synthetic modification, which has potential applications in the discovery of drug molecules containing an indole motif.\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"44 1\",\"pages\":\"\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2024-12-27\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.joc.4c01643\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.4c01643","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Salicylaldehyde-Enabled Co(II)-Catalyzed Oxidative C–H Alkenylation of Indoles with Olefins
A ligand-promoted oxidative dehydrogenation C–H alkenylation of indoles and olefins was achieved using commercial and low-cost Co(NO3)2·6H2O as a catalyst and Mn(OAc)2 as an oxidant. The design and selection of electrically unique methyl-substituted salicylaldehyde as a ligand is the key to achieve this transformation. This protocol can introduce an indole backbone into diverse bioactive molecules such as ibuprofen, naproxen, and Estrol for late-stage synthetic modification, which has potential applications in the discovery of drug molecules containing an indole motif.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.