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

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 var...

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Autores principales: Redjdal, Wafa, Ibrahim, Nada, Benmerad, Belkacem, Alami, Mouad, Messaoudi, Samir
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017768/
https://www.ncbi.nlm.nih.gov/pubmed/29495402
http://dx.doi.org/10.3390/molecules23030519
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author Redjdal, Wafa
Ibrahim, Nada
Benmerad, Belkacem
Alami, Mouad
Messaoudi, Samir
author_facet Redjdal, Wafa
Ibrahim, Nada
Benmerad, Belkacem
Alami, Mouad
Messaoudi, Samir
author_sort Redjdal, Wafa
collection PubMed
description 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.
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spelling pubmed-60177682018-11-13 Convergent Synthesis of N,S-bis Glycosylquinolin-2-ones via a Pd-G3-XantPhos Precatalyst Catalysis Redjdal, Wafa Ibrahim, Nada Benmerad, Belkacem Alami, Mouad Messaoudi, Samir Molecules Communication 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. MDPI 2018-02-26 /pmc/articles/PMC6017768/ /pubmed/29495402 http://dx.doi.org/10.3390/molecules23030519 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Redjdal, Wafa
Ibrahim, Nada
Benmerad, Belkacem
Alami, Mouad
Messaoudi, Samir
Convergent Synthesis of N,S-bis Glycosylquinolin-2-ones via a Pd-G3-XantPhos Precatalyst Catalysis
title Convergent Synthesis of N,S-bis Glycosylquinolin-2-ones via a Pd-G3-XantPhos Precatalyst Catalysis
title_full Convergent Synthesis of N,S-bis Glycosylquinolin-2-ones via a Pd-G3-XantPhos Precatalyst Catalysis
title_fullStr Convergent Synthesis of N,S-bis Glycosylquinolin-2-ones via a Pd-G3-XantPhos Precatalyst Catalysis
title_full_unstemmed Convergent Synthesis of N,S-bis Glycosylquinolin-2-ones via a Pd-G3-XantPhos Precatalyst Catalysis
title_short Convergent Synthesis of N,S-bis Glycosylquinolin-2-ones via a Pd-G3-XantPhos Precatalyst Catalysis
title_sort convergent synthesis of n,s-bis glycosylquinolin-2-ones via a pd-g3-xantphos precatalyst catalysis
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017768/
https://www.ncbi.nlm.nih.gov/pubmed/29495402
http://dx.doi.org/10.3390/molecules23030519
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