Palladium-Catalyzed Monoarylation of Arylhydrazines with Aryl Tosylates

A palladium-catalyzed C–N bond coupling reaction between arylhydrazines and aryl tosylates for facile synthesis of unsymmetrical N,N-diarylhydrazines has been developed. Employing the catalyst system of Pd­(TFA)2 associated with newly developed phosphine ligand L1, the monoarylation of arylhydrazine...

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Veröffentlicht in:Journal of organic chemistry 2020-11, Vol.85 (22), p.14664-14673
Hauptverfasser: Huang, Yange, Choy, Pui Ying, Wang, Junya, Tse, Man-Kin, Sun, Raymond Wai-Yin, Chan, Albert Sun-Chi, Kwong, Fuk Yee
Format: Artikel
Sprache:eng
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Zusammenfassung:A palladium-catalyzed C–N bond coupling reaction between arylhydrazines and aryl tosylates for facile synthesis of unsymmetrical N,N-diarylhydrazines has been developed. Employing the catalyst system of Pd­(TFA)2 associated with newly developed phosphine ligand L1, the monoarylation of arylhydrazine proceeds smoothly to afford desired products in good-to-excellent yields (up to 95%) with good functional group compatibility. This method provides an alternative synthetic pathway for accessing structurally diversified N,N-diarylhydrazines from simple and easily accessible coupling components.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.0c01599