One-Pot Assembly of Unsymmetrical Biaryl Thioglycosides through Chemoselective Palladium-Catalyzed Three-Component Tandem Reaction

Sara Benmahdjoub; Nada Ibrahim; Belkacem Benmerad; Mouad Alami; Samir Messaoudi

doi:10.1021/acs.orglett.8b01624

One-Pot Assembly of Unsymmetrical Biaryl Thioglycosides through Chemoselective Palladium-Catalyzed Three-Component Tandem Reaction

Sara Benmahdjoub
, Nada Ibrahim
, Belkacem Benmerad
, Mouad Alami
, Samir Messaoudi

Université Paris-Sud
Laboratoire de Physico-Chimie des Matériaux et Catalyse
Université de Bejaia

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

34 Citations (Scopus)

Résumé

A range of unsymmetrical biaryls bearing thiosugars could be synthesized in a one-pot multicomponent approach using one catalytic palladium system that permitted the C–S and C–C bonds to be formed sequentially. The reaction showed a high selectivity and was applied to a broad variety of substrates giving access to novel glycosylated biaryl structures in good yields.

langue originale	Anglais
Pages (de - à)	4067-4071
Nombre de pages	5
journal	Organic Letters
Volume	20
Numéro de publication	13
Les DOIs	https://doi.org/10.1021/acs.orglett.8b01624
état	Publié - 6 juil. 2018
Modification externe	Oui

Accès au document

10.1021/acs.orglett.8b01624

Contient cette citation

@article{ff95e30ff3004c82b9c5844dcb88678c,

title = "One-Pot Assembly of Unsymmetrical Biaryl Thioglycosides through Chemoselective Palladium-Catalyzed Three-Component Tandem Reaction",

abstract = "A range of unsymmetrical biaryls bearing thiosugars could be synthesized in a one-pot multicomponent approach using one catalytic palladium system that permitted the C{\textendash}S and C{\textendash}C bonds to be formed sequentially. The reaction showed a high selectivity and was applied to a broad variety of substrates giving access to novel glycosylated biaryl structures in good yields.",

author = "Sara Benmahdjoub and Nada Ibrahim and Belkacem Benmerad and Mouad Alami and Samir Messaoudi",

note = "Publisher Copyright: Copyright {\textcopyright} 2018 American Chemical Society",

year = "2018",

month = jul,

day = "6",

doi = "10.1021/acs.orglett.8b01624",

language = "English",

volume = "20",

pages = "4067--4071",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "13",

}

TY - JOUR

T1 - One-Pot Assembly of Unsymmetrical Biaryl Thioglycosides through Chemoselective Palladium-Catalyzed Three-Component Tandem Reaction

AU - Benmahdjoub, Sara

AU - Ibrahim, Nada

AU - Benmerad, Belkacem

AU - Alami, Mouad

AU - Messaoudi, Samir

PY - 2018/7/6

Y1 - 2018/7/6

N2 - A range of unsymmetrical biaryls bearing thiosugars could be synthesized in a one-pot multicomponent approach using one catalytic palladium system that permitted the C–S and C–C bonds to be formed sequentially. The reaction showed a high selectivity and was applied to a broad variety of substrates giving access to novel glycosylated biaryl structures in good yields.

AB - A range of unsymmetrical biaryls bearing thiosugars could be synthesized in a one-pot multicomponent approach using one catalytic palladium system that permitted the C–S and C–C bonds to be formed sequentially. The reaction showed a high selectivity and was applied to a broad variety of substrates giving access to novel glycosylated biaryl structures in good yields.

U2 - 10.1021/acs.orglett.8b01624

DO - 10.1021/acs.orglett.8b01624

M3 - Letter

C2 - 29927256

AN - SCOPUS:85049661085

SN - 1523-7060

VL - 20

SP - 4067

EP - 4071

JO - Organic Letters

JF - Organic Letters

IS - 13

ER -

One-Pot Assembly of Unsymmetrical Biaryl Thioglycosides through Chemoselective Palladium-Catalyzed Three-Component Tandem Reaction

Résumé

Accès au document

Empreinte digitale

Contient cette citation