{"title":"Divergent Synthesis of Enynals and Dihydrobenzo[f]isoquinolines via Deoxyalkynylation of Enaminones Enabled by the Cooperative Action of Tf2O/Pd/Cu","authors":"Jianping Lin, Jiakai Tian, Yu Lu, Yiming Xu, Lulu Chen, Yucai Jiang, Mengping Guo, Xiaohan Zhang and Changyuan Zhang*, ","doi":"10.1021/acs.joc.4c0160310.1021/acs.joc.4c01603","DOIUrl":null,"url":null,"abstract":"<p >A variety of enynals and dihydrobenzo[<i>f</i>]<i>iso</i>quinolines were effectively synthesized with favorable functional group compatibility via deoxyalkynylation of enaminones enabled by the cooperative action of Tf<sub>2</sub>O/Pd/Cu. The reaction system demonstrated the ability to be expanded to the deoxyarylation/deoxyaryloxylation of enaminones with arylboronic acids or phenols, facilitating the efficient formation of C–C/C–O bonds and showcasing the practicality and versatility of the methodology.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16419–16425 16419–16425"},"PeriodicalIF":3.3000,"publicationDate":"2024-10-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"The Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.4c01603","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
A variety of enynals and dihydrobenzo[f]isoquinolines were effectively synthesized with favorable functional group compatibility via deoxyalkynylation of enaminones enabled by the cooperative action of Tf2O/Pd/Cu. The reaction system demonstrated the ability to be expanded to the deoxyarylation/deoxyaryloxylation of enaminones with arylboronic acids or phenols, facilitating the efficient formation of C–C/C–O bonds and showcasing the practicality and versatility of the methodology.
期刊介绍：
The 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.
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