{"title":"Organophotoredox-Catalyzed CDC Reactions for the Synthesis of Diverse Heterocycles via C─N and C─O Bond Formation under Visible Light Irradiation","authors":"Elavarasan Selvaraj, Purushothaman Thulasidaran, Subramaniyan Mannathan, Baburaj Baskar","doi":"10.1002/ajoc.202500404","DOIUrl":null,"url":null,"abstract":"<p>An efficient construction of C═N and C─O bonds by the metal-free organophotoredox catalyzed intramolecular cross-dehydrogenative coupling of tertiary amines with amides, amines, and acids as nucleophiles is described. A series of 12,13-dihydro-6<i>H</i>-isoquinolino[2,1-a]quinazolin-6-one, 5,6-dihydrobenzo[4,5]imidazo [2,1-<i>a</i>]isoquinoline, and 4b,13-dihydro-6<i>H</i>,12<i>H</i>-benzo[4,5] [1,3]oxazino[2,3-a]isoquinolin-6-one derivatives were prepared in good to excellent yields. All the transformations proceeded smoothly under an oxygen atmosphere, serving as a clean oxidant. Moreover, the current approach was extended for the synthesis of the biologically active natural product, rutaecarpine.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7000,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://aces.onlinelibrary.wiley.com/doi/10.1002/ajoc.202500404","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
An efficient construction of C═N and C─O bonds by the metal-free organophotoredox catalyzed intramolecular cross-dehydrogenative coupling of tertiary amines with amides, amines, and acids as nucleophiles is described. A series of 12,13-dihydro-6H-isoquinolino[2,1-a]quinazolin-6-one, 5,6-dihydrobenzo[4,5]imidazo [2,1-a]isoquinoline, and 4b,13-dihydro-6H,12H-benzo[4,5] [1,3]oxazino[2,3-a]isoquinolin-6-one derivatives were prepared in good to excellent yields. All the transformations proceeded smoothly under an oxygen atmosphere, serving as a clean oxidant. Moreover, the current approach was extended for the synthesis of the biologically active natural product, rutaecarpine.
期刊介绍:
Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC)
The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.