Cross-Dehydrogenative N-N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles

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Abstract

Nitrogen-nitrogen bond containing motifs are ubiquitous in bioactive compounds and organic materials. However, intermolecular hetero-selective N-H/N-H oxidative coupling reactions remain very challenging and largely unexplored. Here, we report an unprecedented, simple and hetero-selective cross-dehydrogenative N-N coupling of amides and benzotriazoles, utilizing only a hypervalent iodine species as the terminal oxidant. The scope and mechanistic investigations are discussed.

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Vemuri, P. Y., & Patureau, F. W. (2021). Cross-Dehydrogenative N-N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles. Organic Letters, 23(10), 3902–3907. https://doi.org/10.1021/acs.orglett.1c01034

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