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Selective Palladium‐Catalyzed Domino Heck/Buchwald–Hartwig Arylations of N ‐Glycosylcinnamamides: An Efficient Route to 4‐Aryl‐ N ‐glycosylquinolin‐2‐ones
Author(s) -
Luong Thi Thanh Huyen,
Touchet Sabrina,
Alami Mouad,
Messaoudi Samir
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201601382
Subject(s) - chemistry , aryl , palladium , domino , catalysis , heck reaction , combinatorial chemistry , organic chemistry , bromide , medicinal chemistry , alkyl
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.