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

作者：Thi Thanh Huyen Luong; Touchet Sabrina; Alami Mouad; Messaoudi Samir^*

来源：Advanced Synthesis & Catalysis, 2017, 359(8): 1320-1330.

DOI：10.1002/adsc.201601382

• 4-aryl-N-glycosylquinolin-2-ones
• Heck/Buchwald-Hartwig reactions
• N-glycosylcinnamamides
• palladium catalysis

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-glyco-sylquinolin-2-ones has been prepared in good yields with exclusive alpha- or beta-selectivity.

• 出版日期2017-4-17