Copper-Catalyzed Three-Component Carboamination of Arynes: Expeditious Synthesis of o‑Alkynyl Anilines and o‑Benzoxazolyl Anilines

A copper-catalyzed three-component reaction of in situ formed arynes, terminal alkynes, and O-benzoyl­hydroxyl­amines has been developed. By adjusting reaction conditions, the nucleophiles in this transformation can be extended from terminal alkynes to benzoxazoles. These procedures provide a modula...

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Veröffentlicht in:Organic letters 2019-06, Vol.21 (11), p.4250-4254
Hauptverfasser: Niu, Sheng-Li, Hu, Jiangtao, He, Kuicheng, Chen, Ying-Chun, Xiao, Qing
Format: Artikel
Sprache:eng
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Zusammenfassung:A copper-catalyzed three-component reaction of in situ formed arynes, terminal alkynes, and O-benzoyl­hydroxyl­amines has been developed. By adjusting reaction conditions, the nucleophiles in this transformation can be extended from terminal alkynes to benzoxazoles. These procedures provide a modular and facile approach to o-alkynyl anilines and o-benzoxazolyl anilines from easily available substrates in only one step.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b01427