Convenient One-Step Synthesis of Benzo[c]phenanthridines by Three-Component Reactions of Isochromenylium Tetrafluoroborates and Stilbenes in Acetonitrile

• DOI: 10.1021/acs.orglett.6b00010
• Publication Date: 2016-03-15T14:01:16Z
• Authors: Gang-Gang Chen; Jun-Qiang Wei; Xiaoliang Yang; Zhu-Jun Yao
• Keywords: Component (thermodynamics)

A new type of three-component reaction air-stable isochromenylium tetrafluoroborates with electron-rich stilbenes in acetonitrile has been developed under catalyst-free conditions this work. This cascade multibond-formation is initiated by an intermolecular oxa [4 + 2]-cycloaddition, relayed a nucleophilic addition acetonitrile, and terminated intramolecular Friedel–Crafts reaction, affording the corresponding benzo[c]phenanthridine analogues one step.