Bsi(OTf)3-mediated tandem annulation of 1-aryl isochroman-3-ones with oxygenated arenes: one-pot synthesis of polyoxygenated homotriptycenes. Issue 21 (10th May 2021)

• Record Type: Journal Article
• Authors: Chang, Meng-Yang; Lin, Chun-Yi; Chen, Shin-Mei; Hsiao, Yu-Ting
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 21(2021)
• Page Start: 4733
• Page End: 4742
• Publication Date: 2021-05-10
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob00606a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Bi(OTf)3 -mediated annulation of 1-aryl isochroman-3-ones with oxygenated arenes provides polyoxygenated homotriptycenes under an air atmosphere conditions via inter- and intramolecular Friedel–Crafts procedures. Abstract : Bi(OTf)3 (bismuth triflate)-mediated one-pot tandem annulation of oxygenated 1-aryl isochroman-3-ones with oxygenated arenes provides polyoxygenated homotriptycenes in moderate to good yields in MeNO2 at reflux (101 °C) for 10 h under an air atmosphere and easy-operational conditions via intermolecular and intramolecular Friedel–Crafts type procedures. A plausible mechanism is proposed and discussed. This protocol provides a highly effective ring-closure via three carbon–carbon (C–C) bond formations.