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

Luong Thi Thanh Huyen | Zendy; Touchet Sabrina | Zendy; Alami Mouad | Zendy; Messaoudi Samir | Zendy

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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.

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