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

Research output: Contribution to journal › Article › peer-review

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.

Original language	English
Pages (from-to)	5038-5041
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	19
DOIs	https://doi.org/10.1021/acs.orglett.7b02170
Publication status	Published - 6 Oct 2017
Externally published	Yes

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10.1021/acs.orglett.7b02170

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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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doi = "10.1021/acs.orglett.7b02170",

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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

Abstract

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