Liang Li, Zheng-Chun Yin, Xu-Ling Xia, Zhi-Ying Zhang, Guan-Wu Wang
{"title":"Mechanochemical Synthesis of Indene-Containing Spirolactones via Tf2O-Promoted Cascade Cyclization of 2-Benzoylbenzoic Acids with Arylalkynes","authors":"Liang Li, Zheng-Chun Yin, Xu-Ling Xia, Zhi-Ying Zhang, Guan-Wu Wang","doi":"10.1021/acs.orglett.5c01361","DOIUrl":null,"url":null,"abstract":"The Tf<sub>2</sub>O-promoted cascade cyclization of 2-benzoylbenzoic acids with arylalkynes was achieved under solvent-free ball-milling conditions. This process renders rapid entry to the rare indene-containing spirolactones via intramolecular cyclization of 2-benzoylbenzoic acids and subsequent annulation with arylalkynes, which resulted in one C–O and two C–C bond formations. As the reactions utilize easily available starting materials and proceed in the absence of organic solvents, the present protocol constitutes an expedient and environmentally friendly access to indene-containing spirolactones.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"137 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-05-06","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.5c01361","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
The Tf2O-promoted cascade cyclization of 2-benzoylbenzoic acids with arylalkynes was achieved under solvent-free ball-milling conditions. This process renders rapid entry to the rare indene-containing spirolactones via intramolecular cyclization of 2-benzoylbenzoic acids and subsequent annulation with arylalkynes, which resulted in one C–O and two C–C bond formations. As the reactions utilize easily available starting materials and proceed in the absence of organic solvents, the present protocol constitutes an expedient and environmentally friendly access to indene-containing spirolactones.
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.