Synthesis of 15N-labeled heterocycles via the cleavage of C–N bonds of anilines and glycine-15N

Abstract

A nitrogen replacement process that directly incorporates the ¹⁵N atom of glycine-¹⁵N into anilines was reported. The process involves a Csp²–N bond cleavage of anilines driven by dearomatization and a Csp³–N bond cleavage of glycine-¹⁵N driven by aromatization. A variety of ¹⁵N-labeled aromatic heterocycles can be prepared via this process.