Metal-free synthesis of methylene-bridged bis-1,3-dicarbonyl compounds via oxidative C–C bond cleavage of tertiary aliphatic amines

Abstract

A metal-free Bu₄NI mediated oxidative reaction utilizing tertiary aliphatic amines and 1,3-dicarbonyl compounds for the synthesis of methylene-bridged bis-1,3-dicarbonyl compounds has been developed. This reaction involved an unexpected C–C bond cleavage of tertiary aliphatic amines. With this approach, the completely regioselective functionalization of β-carbon on tertiary amines was realized.