Ureas as new nucleophilic reagents for SN H amination and carbamoyl amination reactions in the 1,3,7-triazapyrene series

Abstract

The ability of urea anions to react as nucleophiles with 1,3,7-triazapyrenes has been investigated. It was found that, against all expectations, the products of the substitution of hydrogen (SN H) by an amino group were isolated in good yields. The reactions proceed in anhydrous DMSO solution at room temperature. However, when anions of mono substituted ureas containing bulky substituents were used, the products of previously unknown SN H reactions of alkyl carbamoyl amination were obtained