Intramolecular Pd-catalyzed anomeric C(sp3)-H activation of glycosyl carboxamides

Nicolas Probst; Gwendal Grelier; Nour Eddine Ghermani; Vincent Gandon; Mouâd Alami; Samir Messaoudi

doi:10.1021/acs.orglett.7b02170

Intramolecular Pd-catalyzed anomeric C(sp³)-H activation of glycosyl carboxamides

Nicolas Probst
, Gwendal Grelier
, Nour Eddine Ghermani
, Vincent Gandon
, Mouâd Alami
, Samir Messaoudi

Université Paris-Sud
Institut Pierre Simon Laplace, CNRS and CEA
Université Paris-Sud
Institut de Chimie Moléculaire et des Matériaux d'Orsay

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

42 Citations (Scopus)

Résumé

An expedient method for the synthesis of fused glycosylquinolin-2-ones and glycosylspirooxindoles through an unprecedented intramolecular Pd-catalyzed anomeric C-H activation of the sugar moiety of 2-bromophenyl glycosylcarboxamides is reported. The scope of the reaction is broad and tolerates a wide range of functional groups.

langue originale	Anglais
Pages (de - à)	5038-5041
Nombre de pages	4
journal	Organic Letters
Volume	19
Numéro de publication	19
Les DOIs	https://doi.org/10.1021/acs.orglett.7b02170
état	Publié - 6 oct. 2017
Modification externe	Oui

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10.1021/acs.orglett.7b02170

Contient cette citation

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title = "Intramolecular Pd-catalyzed anomeric C(sp3)-H activation of glycosyl carboxamides",

abstract = "An expedient method for the synthesis of fused glycosylquinolin-2-ones and glycosylspirooxindoles through an unprecedented intramolecular Pd-catalyzed anomeric C-H activation of the sugar moiety of 2-bromophenyl glycosylcarboxamides is reported. The scope of the reaction is broad and tolerates a wide range of functional groups.",

author = "Nicolas Probst and Gwendal Grelier and Ghermani, \{Nour Eddine\} and Vincent Gandon and Mou{\^a}d Alami and Samir Messaoudi",

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T1 - Intramolecular Pd-catalyzed anomeric C(sp3)-H activation of glycosyl carboxamides

AU - Probst, Nicolas

AU - Grelier, Gwendal

AU - Ghermani, Nour Eddine

AU - Gandon, Vincent

AU - Alami, Mouâd

AU - Messaoudi, Samir

PY - 2017/10/6

Y1 - 2017/10/6

N2 - An expedient method for the synthesis of fused glycosylquinolin-2-ones and glycosylspirooxindoles through an unprecedented intramolecular Pd-catalyzed anomeric C-H activation of the sugar moiety of 2-bromophenyl glycosylcarboxamides is reported. The scope of the reaction is broad and tolerates a wide range of functional groups.

AB - An expedient method for the synthesis of fused glycosylquinolin-2-ones and glycosylspirooxindoles through an unprecedented intramolecular Pd-catalyzed anomeric C-H activation of the sugar moiety of 2-bromophenyl glycosylcarboxamides is reported. The scope of the reaction is broad and tolerates a wide range of functional groups.

U2 - 10.1021/acs.orglett.7b02170

DO - 10.1021/acs.orglett.7b02170

M3 - Article

C2 - 28901149

AN - SCOPUS:85032629991

SN - 1523-7060

VL - 19

SP - 5038

EP - 5041

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

Intramolecular Pd-catalyzed anomeric C(sp3)-H activation of glycosyl carboxamides

Résumé

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Contient cette citation

Intramolecular Pd-catalyzed anomeric C(sp³)-H activation of glycosyl carboxamides