{"title":"使用介孔氮化石墨碳催化喹喔啉-2(1H)-酮与脂肪族胺的可见光催化 C─H/N─H 交叉偶联反应","authors":"Xueying Lin, Congxuan Fan, Mushou Cai, Guangliang Song, Hongjun Zhu","doi":"10.1002/slct.202405537","DOIUrl":null,"url":null,"abstract":"<p>In this study, we report a visible-light-induced catalyzed C─H/N─H cross coupling of quinoxalin-2(1<i>H</i>)-ones with aliphatic amines using DABCO (1,4-diazabicyclo[2.2.2]octane) assisted mpg-C<sub>3</sub>N<sub>4</sub> (mesoporous graphitic carbon nitride). This reaction yields 3-aminoquinoxalin-2(1<i>H</i>)-ones in moderate to high yields under room temperature conditions in tetrahydrofuran as solvent and O<sub>2</sub> as the sole oxidant. This method displays a good functional group tolerance, requires mild reaction conditions, and enables easy recovery and reuse of the photocatalyst (4 recycles). This pathway to amination, which is predicated upon the use of DABCO as both a base and an electron transfer agent, reveals through a preliminary mechanistic investigation that the reaction involves a radical process.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 7","pages":""},"PeriodicalIF":1.9000,"publicationDate":"2025-02-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Visible-Light-Induced Catalyzed C─H/N─H Cross Coupling of Quinoxalin-2(1H)-ones with Aliphatic Amines Using Mesoporous Graphitic Carbon Nitride\",\"authors\":\"Xueying Lin, Congxuan Fan, Mushou Cai, Guangliang Song, Hongjun Zhu\",\"doi\":\"10.1002/slct.202405537\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>In this study, we report a visible-light-induced catalyzed C─H/N─H cross coupling of quinoxalin-2(1<i>H</i>)-ones with aliphatic amines using DABCO (1,4-diazabicyclo[2.2.2]octane) assisted mpg-C<sub>3</sub>N<sub>4</sub> (mesoporous graphitic carbon nitride). This reaction yields 3-aminoquinoxalin-2(1<i>H</i>)-ones in moderate to high yields under room temperature conditions in tetrahydrofuran as solvent and O<sub>2</sub> as the sole oxidant. This method displays a good functional group tolerance, requires mild reaction conditions, and enables easy recovery and reuse of the photocatalyst (4 recycles). This pathway to amination, which is predicated upon the use of DABCO as both a base and an electron transfer agent, reveals through a preliminary mechanistic investigation that the reaction involves a radical process.</p>\",\"PeriodicalId\":146,\"journal\":{\"name\":\"ChemistrySelect\",\"volume\":\"10 7\",\"pages\":\"\"},\"PeriodicalIF\":1.9000,\"publicationDate\":\"2025-02-18\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ChemistrySelect\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://onlinelibrary.wiley.com/doi/10.1002/slct.202405537\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ChemistrySelect","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/slct.202405537","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Visible-Light-Induced Catalyzed C─H/N─H Cross Coupling of Quinoxalin-2(1H)-ones with Aliphatic Amines Using Mesoporous Graphitic Carbon Nitride
In this study, we report a visible-light-induced catalyzed C─H/N─H cross coupling of quinoxalin-2(1H)-ones with aliphatic amines using DABCO (1,4-diazabicyclo[2.2.2]octane) assisted mpg-C3N4 (mesoporous graphitic carbon nitride). This reaction yields 3-aminoquinoxalin-2(1H)-ones in moderate to high yields under room temperature conditions in tetrahydrofuran as solvent and O2 as the sole oxidant. This method displays a good functional group tolerance, requires mild reaction conditions, and enables easy recovery and reuse of the photocatalyst (4 recycles). This pathway to amination, which is predicated upon the use of DABCO as both a base and an electron transfer agent, reveals through a preliminary mechanistic investigation that the reaction involves a radical process.
期刊介绍:
ChemistrySelect is the latest journal from ChemPubSoc Europe and Wiley-VCH. It offers researchers a quality society-owned journal in which to publish their work in all areas of chemistry. Manuscripts are evaluated by active researchers to ensure they add meaningfully to the scientific literature, and those accepted are processed quickly to ensure rapid online publication.