{"title":"Rapid access to phenanthrene-based fused lactones via C(sp3)–H bond functionalization initiated triple ring construction","authors":"Ryosei Koyama , Takayuki Matsuno , Masahiro Anada , Shunsuke Sueki , Kosho Makino , Tomoko Kawasaki-Takasuka , Keiji Mori","doi":"10.1016/j.tchem.2025.100138","DOIUrl":null,"url":null,"abstract":"<div><div>We report the formation of phenanthrene-based fused lactone derivatives based on C(sp<sup>3</sup>)–H bond functionalization initiated triple ring construction. Employing a stoichiometric amount of Bi(OTf)<sub>3</sub> was the key to the success of the present reaction. The reaction was stopped in the double ring construction under catalytic conditions. A detailed examination suggested that selecting an alkyl group adjacent to a methoxy group was critical to achieving the third cyclization (lactonization).</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"15 ","pages":"Article 100138"},"PeriodicalIF":0.0000,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron chem","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2666951X25000208","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
We report the formation of phenanthrene-based fused lactone derivatives based on C(sp3)–H bond functionalization initiated triple ring construction. Employing a stoichiometric amount of Bi(OTf)3 was the key to the success of the present reaction. The reaction was stopped in the double ring construction under catalytic conditions. A detailed examination suggested that selecting an alkyl group adjacent to a methoxy group was critical to achieving the third cyclization (lactonization).