Kai Jiang, Ziyan Zhao, Xiaodong Yin, Fangjun Chen, BiaoLin Yin
{"title":"Excited Pd-catalyzed dearomative 1,4-dicarbofunctionalization of nonactivated aromatic rings","authors":"Kai Jiang, Ziyan Zhao, Xiaodong Yin, Fangjun Chen, BiaoLin Yin","doi":"10.1039/d4qo02173h","DOIUrl":null,"url":null,"abstract":"Excited-palladium catalysis has already been exploited to achieve 1,4-difunctionalization of dienes via the radical generation of allylpalladium intermediate. Herein, the nonactivated phenyl rings that are treated as the masked trienes, have accomplished dearomative 1,4-dicarbofunctionalization in the excited-palladium catalytic two- and three-component system. A wide range of alkyl bromides, and 1,3-dicarbonyl compounds, which play the roles of radical precursor and nucleophile respectively, were found to be suitable for this reaction. Various three-dimensional molecular architecture with multiple quaternary carbon centers were efficiently constructed through this mild reaction.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"79 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2025-01-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4qo02173h","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
Excited-palladium catalysis has already been exploited to achieve 1,4-difunctionalization of dienes via the radical generation of allylpalladium intermediate. Herein, the nonactivated phenyl rings that are treated as the masked trienes, have accomplished dearomative 1,4-dicarbofunctionalization in the excited-palladium catalytic two- and three-component system. A wide range of alkyl bromides, and 1,3-dicarbonyl compounds, which play the roles of radical precursor and nucleophile respectively, were found to be suitable for this reaction. Various three-dimensional molecular architecture with multiple quaternary carbon centers were efficiently constructed through this mild reaction.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.