Iron-Mediated Reductive Amidation of Triazine Esters with Nitroarenes.

Org Lett

Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.

Published: January 2024


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Article 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, -phenyl hydroxylamine, azoxybenzene, azobenzene, aniline, and -arylformamide possibly served as the intermediates of the reaction.

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http://dx.doi.org/10.1021/acs.orglett.3c04180DOI Listing

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