Ruthenium-Catalyzed Selective Mono N‑Ethylation of Arylamines and Tandem Reduction/N‑Ethylation of Nitroarenes Using Triethylamine and Formic Acid

The mono N-alkylation of arylamines using alkylamines as alkyl group donors has been scarcely investigated. In this work, we report the mono N-alkylation of several arylamines (52–95%) catalyzed by the complex ruthenium-triphos in the presence of Al­(OTf)3. Moreover, the highly reductant ability of...

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Veröffentlicht in:Journal of organic chemistry 2024-06, Vol.89 (12), p.8773-8781
Hauptverfasser: Concha-Puelles, MatíAs, Torres-González, Simón, Robles-Henríquez, Ramiro, Lühr, Susan
Format: Artikel
Sprache:eng
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Zusammenfassung:The mono N-alkylation of arylamines using alkylamines as alkyl group donors has been scarcely investigated. In this work, we report the mono N-alkylation of several arylamines (52–95%) catalyzed by the complex ruthenium-triphos in the presence of Al­(OTf)3. Moreover, the highly reductant ability of the catalyst system allows the tandem reduction/N-alkylation of nitrobenzenes in good yields (up to 80%). In addition, the catalyst can be recycled after three reaction cycles without loss of catalyst activity.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c00673