{"title":"Visible-Light-Induced Tandem Nickel-Catalyzed Heck Cyclization/Self-Promoted [2+2] Intermolecular Cycloaddition","authors":"Xiaogang Tong, Linlin Ren, Yonggong Wang, Derun Zhang, Jianwei Li, Chengfeng Xia","doi":"10.1021/acs.orglett.5c00611","DOIUrl":null,"url":null,"abstract":"Visible-light-induced transition metal (TM) catalysis has emerged as a new paradigm to discover unprecedented transformations. The reported nickel species as TM photocatalysts are mainly involved in the homolysis of Ni(II) complex or alkyl halide activation. Herein, we describe that the photoexcited nickel species could facilitate Heck cyclization by accelerating the anti-β-hydride elimination. Meanwhile, a tandem visible-light-induced substrate self-promoted intermolecular [2+2] photocycloaddition without the assistance of additional photocatalysts was discovered.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"2 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-03-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00611","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
Visible-light-induced transition metal (TM) catalysis has emerged as a new paradigm to discover unprecedented transformations. The reported nickel species as TM photocatalysts are mainly involved in the homolysis of Ni(II) complex or alkyl halide activation. Herein, we describe that the photoexcited nickel species could facilitate Heck cyclization by accelerating the anti-β-hydride elimination. Meanwhile, a tandem visible-light-induced substrate self-promoted intermolecular [2+2] photocycloaddition without the assistance of additional photocatalysts was discovered.
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.