A convenient and expeditious synthesis of 3-(N-substituted) aminocoumarins via palladium-catalyzed Buchwald-Hartwig coupling reaction

Davide Audisio; Samir Messaoudi; Jean François Peyrat; Jean Daniel Brion; Mouâd Alami

doi:10.1016/j.tetlet.2007.07.166

A convenient and expeditious synthesis of 3-(N-substituted) aminocoumarins via palladium-catalyzed Buchwald-Hartwig coupling reaction

Davide Audisio
, Samir Messaoudi
, Jean François Peyrat
, Jean Daniel Brion
, Mouâd Alami

Université Paris-Saclay

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

Résumé

A convenient protocol for the rapid and efficient synthesis of 3-(N-substituted) aminocoumarins is described. The synthetic route developed involves the Pd-catalyzed C-N coupling reaction from readily available 3-bromocoumarin derivatives in the presence of the catalytic system Pd(OAc)₂/Xantphos. Under these conditions, a series of nucleophiles including amides, sulfonamides, carbamates and functionalized amines, have been successfully reacted to afford the coupling products in fair to good yields.

langue originale	Anglais
Pages (de - à)	6928-6932
Nombre de pages	5
journal	Tetrahedron Letters
Volume	48
Numéro de publication	39
Les DOIs	https://doi.org/10.1016/j.tetlet.2007.07.166
état	Publié - 24 sept. 2007
Modification externe	Oui

Accès au document

10.1016/j.tetlet.2007.07.166

Autres fichiers et liens

Lien vers la publication dans Scopus

Contient cette citation

@article{ebc4c864ad274ecab4a02e3b386b8b1c,

title = "A convenient and expeditious synthesis of 3-(N-substituted) aminocoumarins via palladium-catalyzed Buchwald-Hartwig coupling reaction",

abstract = "A convenient protocol for the rapid and efficient synthesis of 3-(N-substituted) aminocoumarins is described. The synthetic route developed involves the Pd-catalyzed C-N coupling reaction from readily available 3-bromocoumarin derivatives in the presence of the catalytic system Pd(OAc)2/Xantphos. Under these conditions, a series of nucleophiles including amides, sulfonamides, carbamates and functionalized amines, have been successfully reacted to afford the coupling products in fair to good yields.",

keywords = "3-(N-substituted) aminocoumarins, 3-Bromocoumarins, C-N bond coupling reaction, Palladium",

author = "Davide Audisio and Samir Messaoudi and Peyrat, \{Jean Fran{\c c}ois\} and Brion, \{Jean Daniel\} and Mou{\^a}d Alami",

year = "2007",

month = sep,

day = "24",

doi = "10.1016/j.tetlet.2007.07.166",

language = "English",

volume = "48",

pages = "6928--6932",

journal = "Tetrahedron Letters",

issn = "0040-4039",

number = "39",

}

TY - JOUR

T1 - A convenient and expeditious synthesis of 3-(N-substituted) aminocoumarins via palladium-catalyzed Buchwald-Hartwig coupling reaction

AU - Audisio, Davide

AU - Messaoudi, Samir

AU - Peyrat, Jean François

AU - Brion, Jean Daniel

AU - Alami, Mouâd

PY - 2007/9/24

Y1 - 2007/9/24

N2 - A convenient protocol for the rapid and efficient synthesis of 3-(N-substituted) aminocoumarins is described. The synthetic route developed involves the Pd-catalyzed C-N coupling reaction from readily available 3-bromocoumarin derivatives in the presence of the catalytic system Pd(OAc)2/Xantphos. Under these conditions, a series of nucleophiles including amides, sulfonamides, carbamates and functionalized amines, have been successfully reacted to afford the coupling products in fair to good yields.

AB - A convenient protocol for the rapid and efficient synthesis of 3-(N-substituted) aminocoumarins is described. The synthetic route developed involves the Pd-catalyzed C-N coupling reaction from readily available 3-bromocoumarin derivatives in the presence of the catalytic system Pd(OAc)2/Xantphos. Under these conditions, a series of nucleophiles including amides, sulfonamides, carbamates and functionalized amines, have been successfully reacted to afford the coupling products in fair to good yields.

KW - 3-(N-substituted) aminocoumarins

KW - 3-Bromocoumarins

KW - C-N bond coupling reaction

KW - Palladium

UR - https://www.scopus.com/pages/publications/34548324619

U2 - 10.1016/j.tetlet.2007.07.166

DO - 10.1016/j.tetlet.2007.07.166

M3 - Article

AN - SCOPUS:34548324619

SN - 0040-4039

VL - 48

SP - 6928

EP - 6932

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 39

ER -

A convenient and expeditious synthesis of 3-(N-substituted) aminocoumarins via palladium-catalyzed Buchwald-Hartwig coupling reaction

Résumé

Accès au document

Autres fichiers et liens

Empreinte digitale

Contient cette citation