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

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

35 Citations (Scopus)

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–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.

Original language	English
Pages (from-to)	4067-4071
Number of pages	5
Journal	Organic Letters
Volume	20
Issue number	13
DOIs	https://doi.org/10.1021/acs.orglett.8b01624
Publication status	Published - 6 Jul 2018
Externally published	Yes

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10.1021/acs.orglett.8b01624

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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",

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

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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

Abstract

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