{"title":"Synthesis of 1,4-Diketones from Esters Enabled by a Tetraborylethane Reagent","authors":"Miaomiao Wu, Tongchang Fang, Liangxuan Xu, Qingfeng Xu, Jianmei Lu, Chao Liu","doi":"10.1021/acs.orglett.4c04690","DOIUrl":null,"url":null,"abstract":"A modular synthesis method for 1,4-diketones has been developed. Utilizing inexpensive carboxylic acid esters as carbonyl sources and tetraborylethane (<b>TBE</b>) as a nucleophilic reagent, a one-pot strategy for constructing two C–C bonds was established. Notably, this reaction proceeds without the involvement of transition metals and exhibits excellent functional group compatibility. A diverse array of α-substituted 1,4-diketones were synthesized using various electrophiles for capture.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"2 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-01-25","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.4c04690","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
A modular synthesis method for 1,4-diketones has been developed. Utilizing inexpensive carboxylic acid esters as carbonyl sources and tetraborylethane (TBE) as a nucleophilic reagent, a one-pot strategy for constructing two C–C bonds was established. Notably, this reaction proceeds without the involvement of transition metals and exhibits excellent functional group compatibility. A diverse array of α-substituted 1,4-diketones were synthesized using various electrophiles for capture.
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.