{"title":"Triarylmethyl Cations as Photocatalysts for Radical-Mediated Cycloaddition Reactions","authors":"Tomoya Hisada, Kazumichi Maeda, Yasuhiro Yamashita, Shu̅ Kobayashi","doi":"10.1021/acs.orglett.5c01103","DOIUrl":null,"url":null,"abstract":"We have developed a novel photocatalytic system using readily available triarylmethyl cations for radical-mediated (4 + 2) and (2 + 2) cycloaddition reactions. A variety of substituted triarylmethyl cations were investigated, and the optimal catalyst exhibited high efficiency and broad substrate scope, affording the desired cycloadducts in good to excellent yields with high regio- and diastereoselectivities. Furthermore, the catalyst could be immobilized on a polymer support and reused multiple times without a significant loss of activity.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"37 1","pages":""},"PeriodicalIF":4.7000,"publicationDate":"2025-04-14","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.5c01103","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
We have developed a novel photocatalytic system using readily available triarylmethyl cations for radical-mediated (4 + 2) and (2 + 2) cycloaddition reactions. A variety of substituted triarylmethyl cations were investigated, and the optimal catalyst exhibited high efficiency and broad substrate scope, affording the desired cycloadducts in good to excellent yields with high regio- and diastereoselectivities. Furthermore, the catalyst could be immobilized on a polymer support and reused multiple times without a significant loss of activity.
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.