{"title":"Sodium Poly(heptazine imide)-Enabled Oxytrifluoromethylation of Alkenes for the Synthesis of α-CF3 Ketones","authors":"Chen Bao, Xinyu Zhu, Mengying Xu, Ming Hou, Peng Wang, Guanyinsheng Qiu","doi":"10.1021/acs.joc.5c00117","DOIUrl":null,"url":null,"abstract":"This paper describes a NaPHI-catalyzed oxytrifluoromethylation of olefins under photoirradiation. The reaction is applicable for the synthesis of α-trifluoromethyl ketones, which could be structurally elaborated into an array of useful scaffolds. Mechanistic studies suggested that photoexcited NaPHI* could facilitate the formation of singlet <sup>1</sup>O<sub>2</sub> through an EnT process, thus enabling difunctionalization with trifluoromethyl radical and oxygen radical anion species.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"69 1","pages":""},"PeriodicalIF":3.3000,"publicationDate":"2025-03-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.5c00117","RegionNum":2,"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
This paper describes a NaPHI-catalyzed oxytrifluoromethylation of olefins under photoirradiation. The reaction is applicable for the synthesis of α-trifluoromethyl ketones, which could be structurally elaborated into an array of useful scaffolds. Mechanistic studies suggested that photoexcited NaPHI* could facilitate the formation of singlet 1O2 through an EnT process, thus enabling difunctionalization with trifluoromethyl radical and oxygen radical anion species.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.