Bairong Liu , Jianhang Rao , Weibing Liu , Yang Gao , Yanping Huo , Qian Chen , Xianwei Li
{"title":"配体辅助的烯烃与自组装亚胺实现的分子氧切换发散氧化Heck级联†","authors":"Bairong Liu , Jianhang Rao , Weibing Liu , Yang Gao , Yanping Huo , Qian Chen , Xianwei Li","doi":"10.1039/d3qo00316g","DOIUrl":null,"url":null,"abstract":"<div><p>Divergent oxidative Heck reaction has proven to be reliable for the rapid construction of molecular complexity, while olefins switched the outcome that remained underexplored. Herein, olefins tuned the divergent oxidative Heck reaction with O<sub>2</sub>, enabled by self-assembled imines, which was achieved with site selectivity and stereoselectivity. The compatiblity of strongly coordinating pyridines and quinolines enabled the concise delivery of a selective serotonin 4 receptor ligand, topotecan, and irinotecan analogues.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 9","pages":"Pages 2128-2137"},"PeriodicalIF":0.0000,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Ligand-assisted olefin-switched divergent oxidative Heck cascade with molecular oxygen enabled by self-assembled imines†\",\"authors\":\"Bairong Liu , Jianhang Rao , Weibing Liu , Yang Gao , Yanping Huo , Qian Chen , Xianwei Li\",\"doi\":\"10.1039/d3qo00316g\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Divergent oxidative Heck reaction has proven to be reliable for the rapid construction of molecular complexity, while olefins switched the outcome that remained underexplored. Herein, olefins tuned the divergent oxidative Heck reaction with O<sub>2</sub>, enabled by self-assembled imines, which was achieved with site selectivity and stereoselectivity. The compatiblity of strongly coordinating pyridines and quinolines enabled the concise delivery of a selective serotonin 4 receptor ligand, topotecan, and irinotecan analogues.</p></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"10 9\",\"pages\":\"Pages 2128-2137\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2023-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2052411023000299\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052411023000299","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Ligand-assisted olefin-switched divergent oxidative Heck cascade with molecular oxygen enabled by self-assembled imines†
Divergent oxidative Heck reaction has proven to be reliable for the rapid construction of molecular complexity, while olefins switched the outcome that remained underexplored. Herein, olefins tuned the divergent oxidative Heck reaction with O2, enabled by self-assembled imines, which was achieved with site selectivity and stereoselectivity. The compatiblity of strongly coordinating pyridines and quinolines enabled the concise delivery of a selective serotonin 4 receptor ligand, topotecan, and irinotecan analogues.
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