Palladium-catalyzed difunctionalization/dearomatization of N -benzylacrylamides with α-carbonyl alkyl bromides: facile access to azaspirocyclohexadienones

An efficient palladium-catalyzed difunctionalization/dearomatization of -benzylacrylamides with α-carbonyl alkyl bromides as alkyl radical precursors has been described. Various α-carbonyl alkyl bromides, including α-bromoalkyl esters and ketones, reacted smoothly to provide important azaspirocycloh...

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Veröffentlicht in:Organic & biomolecular chemistry 2021-09, Vol.19 (35), p.7602-7606
Hauptverfasser: Peng, Chuan-Chong, Wu, Li-Jun, Pi, Shao-Feng
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient palladium-catalyzed difunctionalization/dearomatization of -benzylacrylamides with α-carbonyl alkyl bromides as alkyl radical precursors has been described. Various α-carbonyl alkyl bromides, including α-bromoalkyl esters and ketones, reacted smoothly to provide important azaspirocyclohexadienones in moderate to excellent yields. In addition, mechanistic studies suggested that the reaction proceeded a radical pathway.
ISSN:1477-0520
1477-0539
DOI:10.1039/d1ob01405f