Title :

Impact of Functional Groups on the Copper-Initiated N-Arylation of 5-Functionalized Pyrrolidin-2-ones and Their Vinylogues

Author(s) :

Baudelet, Davy [Auteur]
Daich, Adam [Auteur]
Rigo, Benoit [Auteur]
Lipka, Emmanuelle [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
Lille Inflammation Research International Center (LIRIC) - U995
Gautret, Philippe [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
Homerin, Germain [Auteur]
Claverie, Christelle [Auteur]
Rousseau, Jolanta [Auteur]
Abuhaie, Cristina-Maria [Auteur]
Ghinet, Alina [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
Lille Inflammation Research International Center (LIRIC) - U995

Journal title :

Synthesis

Abbreviated title :

Synthesis

Volume number :

48

Pages :

2226-2244

Publication date :

2016-07-01

ISSN :

0039-7881

English keyword(s) :

copper
arylation
heterogeneous catalysis
heterocycles
lactams
cross-coupling

HAL domain(s) :

Chimie/Catalyse
Sciences du Vivant [q-bio]

English abstract : [en]

The electronic effects governing the N-arylation of pyrrolidone were investigated. The generalization of our preliminary findings on a copper(I)-catalyzed Csp2-N coupling process was first improved with a wide variety of ...
Show more >The electronic effects governing the N-arylation of pyrrolidone were investigated. The generalization of our preliminary findings on a copper(I)-catalyzed Csp2-N coupling process was first improved with a wide variety of aryl and heteroaryl halides and methyl pyroglutamate. The optimized protocol was further extended to pyrrolidin-2-ones substituted at the C5-position with an aryl group bearing an electron-donating or electron-withdrawing group as well as to some of their substituted enaminoester vinylogues. The impact of substituents at the N- and C5-position on these coupling processes seemed to be pivotal for determining both the reaction profiles and yields.Show less >

Language :

Anglais

Audience :

Internationale

Popular science :

Non

Administrative institution(s) :

CHU Lille
ENSCL
CNRS
Inserm
Centrale Lille
Univ. Artois
Université de Lille

Collections :

• Institut de Recherche Translationnelle sur l'Inflammation (INFINITE) - U1286
• Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181

Research team(s) :

Catalyse et chimie supramoléculaire (CASU)
Therapeutic innovation targetting inflammation

Submission date :

2019-05-17T13:14:40Z
2021-06-23T06:57:53Z