{"title":"通过C(sp3) -氢键功能化快速获得基于菲的熔融内酯，引发了三环结构","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":"{\"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}","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}
Rapid access to phenanthrene-based fused lactones via C(sp3)–H bond functionalization initiated triple ring construction
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).
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