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 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. (Figure presented.).