Cu-Catalyzed electrophilic amination of internal alkynes via hydroalumination

A straightforward and efficient method for the synthesis of 1,2-diaryl-substituted enamines through the Cu-catalyzed electrophilic amination reaction of O-benzoyl hydroxylamines with vinylaluminum reagents generated in situ from the Ni-catalyzed hydroalumination of readily accessible internal aryl a...

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Veröffentlicht in:Organic & biomolecular chemistry 2017, Vol.15 (4), p.790-795
Hauptverfasser: Yoon, Hongju, Kim, Yuna, Lee, Yunmi
Format: Artikel
Sprache:eng
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Zusammenfassung:A straightforward and efficient method for the synthesis of 1,2-diaryl-substituted enamines through the Cu-catalyzed electrophilic amination reaction of O-benzoyl hydroxylamines with vinylaluminum reagents generated in situ from the Ni-catalyzed hydroalumination of readily accessible internal aryl acetylenes is described. The amination is catalyzed by 1 mol% CuCl without any additive at ambient temperature to afford new versatile enamines in good yield (61-91%) with high selectivity (>98% E-enamine).
ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob02606k