Title :

Copper-Catalyzed Hydroboration of Enamides with Bis(pinacolato)diboron: Promising Agents with Antimicrobial Activities

Author(s) :

Jelali, Hamida [Auteur]
Koko, Waleed [Auteur]
Al-Hazmy, Sadeq M. [Auteur]
Mansour, Lamjed [Auteur]
Al-Tamimi, Jameel [Auteur]
Deniau, Eric [Auteur]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Sauthier, Mathieu [Auteur]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Dridi, Khaireddine [Auteur]
Hamdi, Naceur [Auteur]

Journal title :

Journal of Chemistry

Abbreviated title :

J. Chem.

Volume number :

2022

Pages :

ID 6577185

Publisher :

Hindawi Publishing Corporation

Publication date :

2022-08-31

ISSN :

2090-9063

HAL domain(s) :

Chimie
Chimie/Catalyse

English abstract : [en]

We reported in this study the hydroboration of enamides in methanol at room temperature catalyzed by copper complexes. Under such conditions, a Gram-scale reaction with a high yield was also completed. Hydroboration of ...
Show more >We reported in this study the hydroboration of enamides in methanol at room temperature catalyzed by copper complexes. Under such conditions, a Gram-scale reaction with a high yield was also completed. Hydroboration of 3-methylene, 2-(alkyl and phenylisoindolin-1-one 5 with bis(pinacolato)diboron yields the respective compounds 6 in good yields with high-to-moderate enantioselectivity (58% ee). Furthermore, the antimicrobial properties of the synthesized compounds were tested against four indicator microorganisms: the two Gram-positive bacteria L. monocytogenes ATCC 1911 and S. aureus ATCC 6538, the Gram-negative bacterium S. typhimurium ATCC 14028, and the fungus C. albicans (ATCC 90028). The MIC values of compounds 5-6 range from 0.312 to 2.5 (μg/mL) against L. monocytogenes, from 2.1 to 0.136 (μg/mL) against S. aureus, and from 0.126 to 0.923 (μg/mL) against S. typhimurium.Show less >

Language :

Anglais

Peer reviewed article :

Oui

Audience :

Internationale

Popular science :

Non

Administrative institution(s) :

Université de Lille
CNRS
Centrale Lille
ENSCL
Univ. Artois

Collections :

• Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181

Research team(s) :

Catalyse et synthèse éco-compatible (CASECO)

Submission date :

2024-02-29T00:04:04Z
2024-03-08T08:19:20Z