{"title":"四氢异喹啉支架的光催化不对称交叉脱氢偶联","authors":"Biplob Borah , L. Raju Chowhan","doi":"10.1016/j.tetlet.2025.155630","DOIUrl":null,"url":null,"abstract":"<div><div>Tetrahydroisoquinoline (THIQ) scaffolds represent a significant family of nitrogen-containing heterocyclic compounds encountered in numerous natural alkaloids and drug molecules. Consequently, the development of elegant synthetic strategies for their synthesis and functionalization into value-added compounds, providing dual reactivity and activity, is highly desired but challenging. Recently, the synergistic combination of asymmetric catalysis and visible-light-induced photoredox catalysis for accessing complex molecules of potential therapeutic interest has emerged as a fascinating key area in organic chemistry. In this context, and considering the importance of THIQ derivatives, herein, we aim to demonstrate a summary of the recent progress achieved in the direct cross-dehydrogenative coupling of THIQ scaffolds by employing combined photoredox and asymmetric catalysis. Besides disclosing the advantages, limitations, and challenges associated with the presented works, their drawbacks and mechanistic rationalizations are also discussed.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"164 ","pages":"Article 155630"},"PeriodicalIF":1.5000,"publicationDate":"2025-04-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photocatalytic asymmetric cross-dehydrogenative coupling of tetrahydroisoquinoline scaffolds\",\"authors\":\"Biplob Borah , L. Raju Chowhan\",\"doi\":\"10.1016/j.tetlet.2025.155630\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Tetrahydroisoquinoline (THIQ) scaffolds represent a significant family of nitrogen-containing heterocyclic compounds encountered in numerous natural alkaloids and drug molecules. Consequently, the development of elegant synthetic strategies for their synthesis and functionalization into value-added compounds, providing dual reactivity and activity, is highly desired but challenging. Recently, the synergistic combination of asymmetric catalysis and visible-light-induced photoredox catalysis for accessing complex molecules of potential therapeutic interest has emerged as a fascinating key area in organic chemistry. In this context, and considering the importance of THIQ derivatives, herein, we aim to demonstrate a summary of the recent progress achieved in the direct cross-dehydrogenative coupling of THIQ scaffolds by employing combined photoredox and asymmetric catalysis. Besides disclosing the advantages, limitations, and challenges associated with the presented works, their drawbacks and mechanistic rationalizations are also discussed.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"164 \",\"pages\":\"Article 155630\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-04-30\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040403925001790\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403925001790","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Photocatalytic asymmetric cross-dehydrogenative coupling of tetrahydroisoquinoline scaffolds
Tetrahydroisoquinoline (THIQ) scaffolds represent a significant family of nitrogen-containing heterocyclic compounds encountered in numerous natural alkaloids and drug molecules. Consequently, the development of elegant synthetic strategies for their synthesis and functionalization into value-added compounds, providing dual reactivity and activity, is highly desired but challenging. Recently, the synergistic combination of asymmetric catalysis and visible-light-induced photoredox catalysis for accessing complex molecules of potential therapeutic interest has emerged as a fascinating key area in organic chemistry. In this context, and considering the importance of THIQ derivatives, herein, we aim to demonstrate a summary of the recent progress achieved in the direct cross-dehydrogenative coupling of THIQ scaffolds by employing combined photoredox and asymmetric catalysis. Besides disclosing the advantages, limitations, and challenges associated with the presented works, their drawbacks and mechanistic rationalizations are also discussed.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.