{"title":"Concise synthesis of pyridopyridazines","authors":"","doi":"10.1016/j.tetlet.2024.155263","DOIUrl":null,"url":null,"abstract":"<div><p>An efficient and concise method is hereby reported for the synthesis of pyrido[3,4-<em>c</em>]pyridazin-8(7H)-ones from the commercially available material, methyl 4,6-dichloropyridazine-3-carboxylate. The four-step reaction process involves Suzuki coupling, Buchwald coupling, ammoniation, and intramolecular cyclization. The advantage of this route represents the development of a novel C5 site-selective Suzuki monocoupling of 3,5-dichloropyridazine, with an overall yield of over 73 %.</p></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5000,"publicationDate":"2024-08-21","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/S0040403924003587","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
An efficient and concise method is hereby reported for the synthesis of pyrido[3,4-c]pyridazin-8(7H)-ones from the commercially available material, methyl 4,6-dichloropyridazine-3-carboxylate. The four-step reaction process involves Suzuki coupling, Buchwald coupling, ammoniation, and intramolecular cyclization. The advantage of this route represents the development of a novel C5 site-selective Suzuki monocoupling of 3,5-dichloropyridazine, with an overall yield of over 73 %.
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.