Synthesis of benzouracils and carbamates from chloroacetamides through carbon–carbon bond cleavage

Abstract

This work introduces a mild reaction-condition approach for the direct C–C bond cleavage of amides, resulting in the formation of benzouracil and carbamate structures. This method leverages a C–C bond cleavage strategy that enables nucleophilic addition to the amide carbonyl, involving a reactive spiro intermediate. A diverse range of chloroacetamides were synthesized and utilized as bifunctional starting materials in this transformation. The proposed strategy has proven to be a powerful tool for synthesizing a wide variety of compounds, achieving yields of up to 88%.