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Open AccessFeature PaperCommunication

Convergent Synthesis of N,S-bis Glycosylquinolin-2-ones via a Pd-G3-XantPhos Precatalyst Catalysis

1
Laboratoire de Physico-Chimie des Matériaux et Catalyse, Faculté des Sciences Exactes, Université de Bejaia, 0600 Bejaia, Algeria
2
BioCIS, Université Paris-Sud, CNRS, University Paris-Saclay, 92296 Châtenay-Malabry, France
*
Authors to whom correspondence should be addressed.
Molecules 2018, 23(3), 519; https://doi.org/10.3390/molecules23030519
Received: 29 January 2018 / Revised: 8 February 2018 / Accepted: 10 February 2018 / Published: 26 February 2018
(This article belongs to the Special Issue Glycomimetics: Design, Synthesis and Therapeutic Applications)
Buchwald-Hartwig-Migita cross-coupling of 1-thiosugars with α- or β-3-iodo-N-glycosylquinolin-2-ones has been accomplished under mild and operationally simple reaction conditions through the use of a Pd-G3 XantPhos palladacycle precatalyst. This new methodology has been successfully applied to a variety of α- or β-mono-, di-, and poly-thiosugar derivatives to efficiently synthesize a series of α- or β-N,S-bis-glycosyl quinolin-2-ones, which are difficult to synthesize by classical methods. View Full-Text
Keywords: thiosugars; Buchwald-Hartwig-Migita coupling; N-glycosylquinolin-2-ones; bis-N,S-glycosyl quinolin-2-ones thiosugars; Buchwald-Hartwig-Migita coupling; N-glycosylquinolin-2-ones; bis-N,S-glycosyl quinolin-2-ones
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MDPI and ACS Style

Redjdal, W.; Ibrahim, N.; Benmerad, B.; Alami, M.; Messaoudi, S. Convergent Synthesis of N,S-bis Glycosylquinolin-2-ones via a Pd-G3-XantPhos Precatalyst Catalysis. Molecules 2018, 23, 519.

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