Ferric Chloride Mediated Dearomative Spirocyclization of Biaryl Ynones: Synthesis of 3,3-Spiroindanones

Chem Asian J. 2025 Jan 8:e202401694. doi: 10.1002/asia.202401694. Online ahead of print.

Abstract

Ferric chloride mediated dearomative spirocyclization of biaryl ynones for the synthesis of new series of densely functionalized 3,3-spiroindanone derivatives has been reported. This study is the first to describe the regioselective synthesis of a five-membered ring from biaryl ynones. The scope of the reaction is broad and the spirocyclic products were obtained in moderate to good yields (up to 87 %) and with high stereoselectivities.

Keywords: Dearomatization; Ferric chloride; Green solvent; Spirocyclization; Spiroindanone.