{"title":"Visible-Light-Triggered Mn2(CO)10-Catalyzed Carbonylation of (Hetero)aryl Chlorides","authors":"Yonggang Yan, Pengpeng Wang, Shasha Li, Jianyang Dong, Gang Li, Chao Wang, Dong Xue","doi":"10.1021/acs.orglett.4c04557","DOIUrl":null,"url":null,"abstract":"Carbonylation of aryl electrophiles is an important method for constructing aromatic carbonyl compounds for materials science and pharmaceutical applications. However, there have been few studies on the carbonylation of abundant, inexpensive aryl chlorides. Moreover, the existing carbonylation methods usually require a high temperature, control of the CO pressure, and structurally complex catalysts and ligands. We herein report a mild, operationally simple method for visible-light-triggered amino- and alkoxycarbonylation of inert (hetero)aryl chlorides with Mn<sub>2</sub>(CO)<sub>10</sub> as both a catalyst and solid CO source at room temperature. This method, which does not require external metal catalyst, photosensitizer, or CO gas, is also suitable for other coupling partners, including aryl bromide and iodide, phenol, or arylamine derivatives.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"66 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-01-07","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.4c04557","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
Carbonylation of aryl electrophiles is an important method for constructing aromatic carbonyl compounds for materials science and pharmaceutical applications. However, there have been few studies on the carbonylation of abundant, inexpensive aryl chlorides. Moreover, the existing carbonylation methods usually require a high temperature, control of the CO pressure, and structurally complex catalysts and ligands. We herein report a mild, operationally simple method for visible-light-triggered amino- and alkoxycarbonylation of inert (hetero)aryl chlorides with Mn2(CO)10 as both a catalyst and solid CO source at room temperature. This method, which does not require external metal catalyst, photosensitizer, or CO gas, is also suitable for other coupling partners, including aryl bromide and iodide, phenol, or arylamine derivatives.
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.