Selective Palladium‐Catalyzed Domino Heck/Buchwald–Hartwig Arylations of N‐Glycosylcinnamamides: An Efficient Route to 4‐Aryl‐N‐glycosylquinolin‐2‐ones

An efficient and selective domino Heck/Buchwald–Hartwig arylations of readily available N‐glycosylcinnamamides with aryl iodides have been established. Using palladium(II) acetate as a catalyst, potassium acetate as the base and tetrabutylamonium bromide as an additive in dioxane, the protocol prove...

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Veröffentlicht in:Advanced synthesis & catalysis 2017-04, Vol.359 (8), p.1320-1330
Hauptverfasser: Luong, Thi Thanh Huyen, Touchet, Sabrina, Alami, Mouad, Messaoudi, Samir
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient and selective domino Heck/Buchwald–Hartwig arylations of readily available N‐glycosylcinnamamides with aryl iodides have been established. Using palladium(II) acetate as a catalyst, potassium acetate as the base and tetrabutylamonium bromide as an additive in dioxane, the protocol proved to be general, and a variety of 4‐aryl‐N‐glycosylquinolin‐2‐ones has been prepared in good yields with exclusive α‐ or β‐selectivity.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201601382