{"title":"Allylation of Lactol in Water","authors":"Mengxue Zheng, Wenxiu Gao, Lei Zhang, Kaiyu Yan, Zhenguo Zhang, Peizhong Xie, Teck-Peng Loh","doi":"10.1021/acs.orglett.4c04189","DOIUrl":null,"url":null,"abstract":"We developed a water-promoted cross-coupling of 3-hydroxyisobenzofuran-1(3<i>H</i>)-ones and allylic boronates under biocompatible conditions. This approach facilitates the synthesis of diverse 3-allylic phthalides with high yields and exceptional selectivity in a metal-free manner. The versatility and practicality of this protocol underscore its significant potential for drug development and applications in medicinal chemistry.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"36 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2024-11-20","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.4c04189","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
We developed a water-promoted cross-coupling of 3-hydroxyisobenzofuran-1(3H)-ones and allylic boronates under biocompatible conditions. This approach facilitates the synthesis of diverse 3-allylic phthalides with high yields and exceptional selectivity in a metal-free manner. The versatility and practicality of this protocol underscore its significant potential for drug development and applications in medicinal chemistry.
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.