Kapil Chahal , Ravikumar Badhavath , K. Velangini Sunidhi Reddy , Kirti Vashishtha , K. Rajender Reddy
{"title":"银催化邻炔基喹啉乙醛和邻氨基苯甲酸衍生物的区域选择性合成苯并[2,7]萘啶","authors":"Kapil Chahal , Ravikumar Badhavath , K. Velangini Sunidhi Reddy , Kirti Vashishtha , K. Rajender Reddy","doi":"10.1016/j.tetlet.2025.155835","DOIUrl":null,"url":null,"abstract":"<div><div>This method represents a significant advancement in the synthesis of Benzo[2,7]naphthyridines. The silver-catalyzed cyclization of <em>ortho</em>-alkynyl aldehydes and anthranilic acids proceeds under mild conditions with minimal catalyst loading, providing high yields and excellent regioselectivity. Control experiments and deuteration studies were performed to evaluate the reaction mechanism. The broad substrate scope and scalability make this protocol especially valuable for synthesizing diverse 2,7-naphthyridine derivatives, which are important scaffolds in medicinal chemistry and materials science.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"173 ","pages":"Article 155835"},"PeriodicalIF":1.5000,"publicationDate":"2025-09-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Silver-catalyzed regioselective synthesis of benzo[2,7] naphthyridines using ortho-alkynyl quinoline carbaldehyde and anthranilic acid derivatives\",\"authors\":\"Kapil Chahal , Ravikumar Badhavath , K. Velangini Sunidhi Reddy , Kirti Vashishtha , K. Rajender Reddy\",\"doi\":\"10.1016/j.tetlet.2025.155835\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>This method represents a significant advancement in the synthesis of Benzo[2,7]naphthyridines. The silver-catalyzed cyclization of <em>ortho</em>-alkynyl aldehydes and anthranilic acids proceeds under mild conditions with minimal catalyst loading, providing high yields and excellent regioselectivity. Control experiments and deuteration studies were performed to evaluate the reaction mechanism. The broad substrate scope and scalability make this protocol especially valuable for synthesizing diverse 2,7-naphthyridine derivatives, which are important scaffolds in medicinal chemistry and materials science.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"173 \",\"pages\":\"Article 155835\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-09-20\",\"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/S0040403925003843\",\"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/S0040403925003843","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Silver-catalyzed regioselective synthesis of benzo[2,7] naphthyridines using ortho-alkynyl quinoline carbaldehyde and anthranilic acid derivatives
This method represents a significant advancement in the synthesis of Benzo[2,7]naphthyridines. The silver-catalyzed cyclization of ortho-alkynyl aldehydes and anthranilic acids proceeds under mild conditions with minimal catalyst loading, providing high yields and excellent regioselectivity. Control experiments and deuteration studies were performed to evaluate the reaction mechanism. The broad substrate scope and scalability make this protocol especially valuable for synthesizing diverse 2,7-naphthyridine derivatives, which are important scaffolds in medicinal chemistry and materials science.
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.