Synthesis of 3,5-Disubstituted Anilines via Sequential Mo-Catalyzed Deoxygenative Benzene Formation and Pd-Catalyzed Amination Reactions

Abstract

The substituted anilines play a pivotal role as structural motifs in agrochemicals, organic polymers, and pharmaceuticals, and great efforts have been dedicated to advancing their synthesis. However, the highly efficient and selective synthesis of meta,meta-disubstituted anilines remains a challenge. Here, the synthesis of meta,meta-disubstituted anilines via sequential Mo-catalyzed deoxygenative benzene formation and Pd-catalyzed amination reactions is reported. By employing this method, a wide range of meta,meta-disubstituted anilines were accessed with up to 89% yield from readily accessible ynones, allylic amines, and amines.

Key words

molybdenum catalysis - palladium catalysis - deoxygenative benzene formation - C–N bond cross coupling - 3,5-disubstituted anilines

Publication History

Received: 04 November 2024

Accepted after revision: 17 December 2024

Accepted Manuscript online:
17 December 2024

Article published online:
23 January 2025

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