Bsi(OTf)-介导的 1-芳基异色满-3-酮与含氧芳烃的串联环化反应：多氧化同三聚苝的一锅合成。

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

机构信息

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan.

出版信息

Org Biomol Chem. 2021 Jun 2;19(21):4733-4742. doi: 10.1039/d1ob00606a.

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.

摘要

三氟甲磺酸铋（Bi(OTf)3）介导的含氧 1-芳基异色满-3-酮与含氧芳烃一锅串联环化反应，在空气氛围下，于 MeNO2 中回流（101°C）10 小时，以中等至良好的收率得到多含氧同三聚体，反应条件温和、操作简单。提出并讨论了一种可能的反应机理。该方法通过三个碳-碳（C-C）键的形成实现了高效的环化。