{"title":"Radical Addition-Induced Dearomative Spirocyclization/1,4-Alkyloximation of Unactivated Arenes","authors":"Cong Shi, , , Ruihua Liu*, , , Chao Xie, , , Zemin Wang, , , Yuanyuan Zhao, , , Hongyun Qin, , , Jia-Shu Chen, , , Chao Liu, , , Nan Zhou, , , Yue Xu, , , Xiangqian Li, , and , Dayong Shi*, ","doi":"10.1021/acs.orglett.5c03231","DOIUrl":null,"url":null,"abstract":"<p >Nitrogenated spirocycles, as integral structural cores of numerous bioactive molecules, are valuable yet synthetically challenging three-dimensional scaffolds. Herein, we report a radical addition-induced dearomative spirocyclization/1,4-alkyloximation of unactivated arenes. The multicomponent protocol concurrently breaks the stable aromatic system and introduces multiple functional groups to synthesize highly decorated nitrogenated spirocycles via a radical cascade process.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 38","pages":"10708–10713"},"PeriodicalIF":5.0000,"publicationDate":"2025-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.5c03231","RegionNum":1,"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
Nitrogenated spirocycles, as integral structural cores of numerous bioactive molecules, are valuable yet synthetically challenging three-dimensional scaffolds. Herein, we report a radical addition-induced dearomative spirocyclization/1,4-alkyloximation of unactivated arenes. The multicomponent protocol concurrently breaks the stable aromatic system and introduces multiple functional groups to synthesize highly decorated nitrogenated spirocycles via a radical cascade process.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.