Nucleophilic fluoroalkylation/cyclization route to fluorinated phthalides

Abstract

Discribed in this article is a versatile and practical method for the synthesis of C3-perfluoroalkyl-substituted phthalides in a one-pot manner. Upon treatment of KF or triethylamine, 2-cyanobenzaldehyde reacted with (perfluoroalkyl)trimethylsilanes via nucleophilic addition and subsequent intramolecular cyclization to give perfluoroalkylphthalides in good yields.

Keywords

• cyclization
• fluorine
• lactone
• phthalide
• trifluoromethylation