Reducible Drug Pyrazinamide as a Powerful Ligand to Assist Copper (II)‐Catalyzed N‐Arylation DOI

Mengliang Chai,

Sha Wang,

Fengtian Wu

et al.

Applied Organometallic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 5, 2024

ABSTRACT Herein, pyrazinamide (L1) was used as a powerful ligand to promote CuSO 4 ‐catalyzed reaction between aryl halides and imidazole (HID) under mild conditions, generating various N‐arylation products in good excellent yields. The findings indicate that reduced coordinated with L1 form [Cu I L1], which activated ArX produce [ArCu L1X] through oxidative addition. This intermediate subsequently underwent reductive elimination products, [ArCuILID] being generated from [ArCuIL1X] HID. method successfully extended the synthesis of 2‐phenylindole pyrrolo[1,2‐a]quinoxaline conditions. significantly enhances efficiency cost effectiveness C‐N coupling reaction.

Language: Английский

Cu-Catalyzed Synthesis of Symmetric Diarylamines from Organoboronic Acids Using NaNO2 as the Amino Source DOI
Daming Liu,

Hui You,

Shuo Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 7, 2025

A copper-catalyzed novel synthesis of symmetric diarylamines was achieved from aryl boronic acids and NaNO2. This protocol employs as the commercially available arylation reagents sodium nitrite (NaNO2) cheap, stable, solid amino source. Under a simple ligand- base-free copper catalytic system (CuCl sole catalyst), wide range could be obtained in moderate to good yields. Notably, use Na15NO2 produce 15N-labeled diarylamines, which would otherwise difficult prepare by known methods.

Language: Английский

Citations

0
Palladium-Catalyzed Coupling of Aryl Chlorides with Secondary Phosphines to Construct Unsymmetrical Tertiary Phosphines DOI
Yuxuan Xiao, Xun Yang, Haiyan Li

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 29, 2024

The functionalization of the C-Cl bond in unactivated aryl chlorides under mild conditions presents a significant challenge. We disclose general protocol for constructing both partially and entirely unsymmetrical tertiary phosphines through Pd/keYPhos-catalyzed coupling with secondary conditions. reaction exhibits excellent functional group tolerance broad substrate scopes. Furthermore, rapid synthesis ligands luminescent compound sTPPs, alongside gram-scale systhesis, demonstrates practical applicability this method.

Language: Английский

Citations

2
Reducible Drug Pyrazinamide as a Powerful Ligand to Assist Copper (II)‐Catalyzed N‐Arylation DOI

Mengliang Chai,

Sha Wang,

Fengtian Wu

et al.

Applied Organometallic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 5, 2024

ABSTRACT Herein, pyrazinamide (L1) was used as a powerful ligand to promote CuSO 4 ‐catalyzed reaction between aryl halides and imidazole (HID) under mild conditions, generating various N‐arylation products in good excellent yields. The findings indicate that reduced coordinated with L1 form [Cu I L1], which activated ArX produce [ArCu L1X] through oxidative addition. This intermediate subsequently underwent reductive elimination products, [ArCuILID] being generated from [ArCuIL1X] HID. method successfully extended the synthesis of 2‐phenylindole pyrrolo[1,2‐a]quinoxaline conditions. significantly enhances efficiency cost effectiveness C‐N coupling reaction.

Language: Английский

Citations

0