Annulation of Hydroxyarenes and Derivatives with Bicyclo[1.1.0]butanes by Synergistic Combination of Metal Lewis Acid and Organic Acid.

ABSTRACT: The development of new approaches to synthesize complex structures from readily available compounds is a topic of significant interest in synthetic chemistry. Herein, we present a straightforward strategy to access structurally intriguing arene-fused bicyclo[2.1.1]-hexanes by Lewis acid-catalyzed annulation of hydroxyarenes and their ether derivatives with bicyclo[1.1.0]-butanes (BCBs). This reaction presumably proceeded through a cascade initiated by a dearomative (3 + 2) cycloaddition followed by rearomatization through alcohol or water elimination. The employment of acidic hexafluoroisopropanol (HFIP) as a solvent proved essential for facilitating this transformation by a synergistic combination with Lewis acid. This methodology could accommodate a broad array of commercially available

SUBMITTER: Guo Q 

PROVIDER: S-EPMC12569689 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature