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

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.

SUBMITTER: Vemuri PY

PROVIDER: S-EPMC8155566 | biostudies-literature | 2021 May

REPOSITORIES: biostudies-literature

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

Vemuri Pooja Y PY Patureau Frederic W FW

Organic letters 20210511 10

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. ...[more]

PMID: 33974802

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