{"title":"pd催化不对称合成手性2-三氟甲基-4-(吲哚-3-基)- 4h -铬衍生物","authors":"Bangzhong Wang, Luyang Sun, Pengyue Zhang, Shuaibo Zhang, Jinfeng Zhao, Jingping Qu, Yuhan Zhou","doi":"10.1021/acs.joc.4c02068","DOIUrl":null,"url":null,"abstract":"This paper presents a new strategy for the construction of the chiral 4<i>H</i>-chromene skeleton. A series of chiral 2-trifluoromethyl-4-(indol-3-yl)-4<i>H</i>-chromenes were synthesized in moderate to good yields (60–92%) with excellent enantioselectivity (up to 97% ee) through the palladium-catalyzed asymmetric condensation of 2<i>H</i>-chromenes and indoles. These trifluoromethylated, stereochemically rich building blocks hold potential value in medicinal chemistry.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"120 1","pages":""},"PeriodicalIF":3.6000,"publicationDate":"2025-01-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Pd-Catalyzed Asymmetric Synthesis of Chiral 2-Trifluoromethyl-4-(indol-3-yl)-4H-chromene Derivatives\",\"authors\":\"Bangzhong Wang, Luyang Sun, Pengyue Zhang, Shuaibo Zhang, Jinfeng Zhao, Jingping Qu, Yuhan Zhou\",\"doi\":\"10.1021/acs.joc.4c02068\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"This paper presents a new strategy for the construction of the chiral 4<i>H</i>-chromene skeleton. A series of chiral 2-trifluoromethyl-4-(indol-3-yl)-4<i>H</i>-chromenes were synthesized in moderate to good yields (60–92%) with excellent enantioselectivity (up to 97% ee) through the palladium-catalyzed asymmetric condensation of 2<i>H</i>-chromenes and indoles. These trifluoromethylated, stereochemically rich building blocks hold potential value in medicinal chemistry.\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"120 1\",\"pages\":\"\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-01-29\",\"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.4c02068\",\"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.4c02068","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Pd-Catalyzed Asymmetric Synthesis of Chiral 2-Trifluoromethyl-4-(indol-3-yl)-4H-chromene Derivatives
This paper presents a new strategy for the construction of the chiral 4H-chromene skeleton. A series of chiral 2-trifluoromethyl-4-(indol-3-yl)-4H-chromenes were synthesized in moderate to good yields (60–92%) with excellent enantioselectivity (up to 97% ee) through the palladium-catalyzed asymmetric condensation of 2H-chromenes and indoles. These trifluoromethylated, stereochemically rich building blocks hold potential value in medicinal chemistry.
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.