Iron-Mediated Reductive Amidation of Triazine Esters with Nitroarenes
Qing‐Dong Wang, Xiang Liu, Ya-Wen Zheng, Yuan‐Shuai Wu, Xiaocong Zhou, Jin‐Ming Yang, Zhi‐Liang Shen
Abstract
A reductive amidation of triazine esters with nitroarenes by using cheap iron as a reducing metal in the presence of TMSCl in DMF was developed. The reactions proceeded efficiently under transition metal-free conditions to give the corresponding amides in moderate to good yields with good functional group compatibility. Preliminary mechanistic investigations indicated that nitrosobenzene, N -phenyl hydroxylamine, azoxybenzene, azobenzene, aniline, and N -arylformamide possibly served as the intermediates of the reaction.
Topics & Concepts
ChemistryNitrosobenzeneHydroxylamineAnilineTriazineAzobenzeneReductive aminationCombinatorial chemistry1,3,5-TriazineOrganic chemistryTransition metalFunctional groupPolymer chemistryCatalysisMoleculePolymerChemical Synthesis and AnalysisSynthesis and Characterization of Heterocyclic CompoundsNanomaterials for catalytic reactions