{"title":"[1.1.1]丙烯的碘开太氟硫烷基化和进一步的官能化","authors":"Xin Zhao, Jia-Yi Shou, Feng-Ling Qing","doi":"10.1007/s11426-023-1715-2","DOIUrl":null,"url":null,"abstract":"<div><p>Pentafluorosulfanylated (SF<sub>5</sub>-) aromatics have shown great potential in drugs, and the bioisosteric replacement of aromatic ring with bicyclo[1.1.1]pentane (BCP) unit has attracted considerable attention recently. Consequently, pentafluorosulfanylated bicyclo[1.1.1]pentanes (SF<sub>5</sub>-BCPs) should have application in the realm of drug discovery. In this study, a one-pot iodopentafluorosulfanylation of [1.1.1]propellane with SF<sub>5</sub>Cl and CH<sub>2</sub>I<sub>2</sub> for the practical synthesis of iodopentafluorosulfanylated bicyclo[1.1.1]pentane (SF<sub>5</sub>-BCP-I) was developed. SF<sub>5</sub>-BCP-I was the first example of SF<sub>5</sub>-BCPs that could be transformed. The first general method to access SF<sub>5</sub>-substituted bicyclo[1.1.1]pentane derivatives was demonstrated through photoredox-catalyzed radical addition of SF<sub>5</sub>-BCP-I to alkenes and alkynes.</p><figure><div><div><div><picture><source><img></source></picture></div></div></div></figure></div>","PeriodicalId":772,"journal":{"name":"Science China Chemistry","volume":"66 10","pages":"2871 - 2877"},"PeriodicalIF":10.4000,"publicationDate":"2023-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Iodopentafluorosulfanylation of [1.1.1]propellane and further functionalizations\",\"authors\":\"Xin Zhao, Jia-Yi Shou, Feng-Ling Qing\",\"doi\":\"10.1007/s11426-023-1715-2\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Pentafluorosulfanylated (SF<sub>5</sub>-) aromatics have shown great potential in drugs, and the bioisosteric replacement of aromatic ring with bicyclo[1.1.1]pentane (BCP) unit has attracted considerable attention recently. Consequently, pentafluorosulfanylated bicyclo[1.1.1]pentanes (SF<sub>5</sub>-BCPs) should have application in the realm of drug discovery. In this study, a one-pot iodopentafluorosulfanylation of [1.1.1]propellane with SF<sub>5</sub>Cl and CH<sub>2</sub>I<sub>2</sub> for the practical synthesis of iodopentafluorosulfanylated bicyclo[1.1.1]pentane (SF<sub>5</sub>-BCP-I) was developed. SF<sub>5</sub>-BCP-I was the first example of SF<sub>5</sub>-BCPs that could be transformed. The first general method to access SF<sub>5</sub>-substituted bicyclo[1.1.1]pentane derivatives was demonstrated through photoredox-catalyzed radical addition of SF<sub>5</sub>-BCP-I to alkenes and alkynes.</p><figure><div><div><div><picture><source><img></source></picture></div></div></div></figure></div>\",\"PeriodicalId\":772,\"journal\":{\"name\":\"Science China Chemistry\",\"volume\":\"66 10\",\"pages\":\"2871 - 2877\"},\"PeriodicalIF\":10.4000,\"publicationDate\":\"2023-08-24\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Science China Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s11426-023-1715-2\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Science China Chemistry","FirstCategoryId":"1","ListUrlMain":"https://link.springer.com/article/10.1007/s11426-023-1715-2","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Iodopentafluorosulfanylation of [1.1.1]propellane and further functionalizations
Pentafluorosulfanylated (SF5-) aromatics have shown great potential in drugs, and the bioisosteric replacement of aromatic ring with bicyclo[1.1.1]pentane (BCP) unit has attracted considerable attention recently. Consequently, pentafluorosulfanylated bicyclo[1.1.1]pentanes (SF5-BCPs) should have application in the realm of drug discovery. In this study, a one-pot iodopentafluorosulfanylation of [1.1.1]propellane with SF5Cl and CH2I2 for the practical synthesis of iodopentafluorosulfanylated bicyclo[1.1.1]pentane (SF5-BCP-I) was developed. SF5-BCP-I was the first example of SF5-BCPs that could be transformed. The first general method to access SF5-substituted bicyclo[1.1.1]pentane derivatives was demonstrated through photoredox-catalyzed radical addition of SF5-BCP-I to alkenes and alkynes.
期刊介绍：
Science China Chemistry, co-sponsored by the Chinese Academy of Sciences and the National Natural Science Foundation of China and published by Science China Press, publishes high-quality original research in both basic and applied chemistry. Indexed by Science Citation Index, it is a premier academic journal in the field.
Categories of articles include:
Highlights. Brief summaries and scholarly comments on recent research achievements in any field of chemistry.
Perspectives. Concise reports on thelatest chemistry trends of interest to scientists worldwide, including discussions of research breakthroughs and interpretations of important science and funding policies.
Reviews. In-depth summaries of representative results and achievements of the past 5–10 years in selected topics based on or closely related to the research expertise of the authors, providing a thorough assessment of the significance, current status, and future research directions of the field.
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