Impact of Functional Groups on the ...
Document type :
Article dans une revue scientifique
DOI :
Permalink :
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
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
arylation
heterogeneous catalysis
heterocycles
lactams
cross-coupling
HAL domain(s) :
Chimie/Catalyse
Sciences du Vivant [q-bio]
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 >
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
ENSCL
CNRS
Inserm
Centrale Lille
Univ. Artois
Université de Lille
Collections :
Research team(s) :
Catalyse et chimie supramoléculaire (CASU)
Therapeutic innovation targetting inflammation
Therapeutic innovation targetting inflammation
Submission date :
2019-05-17T13:14:40Z
2021-06-23T06:57:53Z
2021-06-23T06:57:53Z