TBAB-catalyzed 1,6-conjugate diazotization of para-quinone methides: A very effective access to polysubstituted α-diazocarbonyl compounds

Abstract

A highly efficient diazotization of diazoacetates with para-quinone methides has been established via a tetrabutyl ammonium bromide (TBAB)-catalyzed 1,6-conjugated addition pathway. This methodology affords a convenient, safe, and rapid way to generating diverse polysubstituted α-diazocarbonyl compounds, displaying good functional group tolerance, high atom economy, and easy accessibility.

Keywords

• α-Diazocarbonyl compounds
• Tetrabutyl ammonium bromide
• 1,6-Conjugate diazotization
• High atom economy