Unknown

Dataset Information

0

Mild Copper-Catalyzed, l-Proline-Promoted Cross-Coupling of Methyl 3-Amino-1-benzothiophene-2-carboxylate.


ABSTRACT: Cu-catalyzed N-arylation is a useful tool for the chemical modification of aromatic heterocycles. Herein, an efficient carbon-nitrogen cross-coupling of methyl 3-amino-1-benzothiophene-2-carboxylate with a range of (hetero)aryl iodides using CuI, l-proline and Cs2CO3 in dioxane at moderate temperature is described. The procedure is an extremely general, relatively cheap, and experimentally simple way to afford the N-substituted products in moderate to high yields. The structures of the new heterocyclic compounds were confirmed by NMR spectroscopy and HRMS investigation.

SUBMITTER: Kederiene V 

PROVIDER: S-EPMC8621900 | biostudies-literature | 2021 Nov

REPOSITORIES: biostudies-literature

altmetric image

Publications

Mild Copper-Catalyzed, l-Proline-Promoted Cross-Coupling of Methyl 3-Amino-1-benzothiophene-2-carboxylate.

Kederienė Vilija V   Jaglinskaitė Indrė I   Voznikaitė Paulina P   Rousseau Jolanta J   Rollin Patrick P   Šačkus Algirdas A   Tatibouët Arnaud A  

Molecules (Basel, Switzerland) 20211111 22


Cu-catalyzed <i>N</i>-arylation is a useful tool for the chemical modification of aromatic heterocycles. Herein, an efficient carbon-nitrogen cross-coupling of methyl 3-amino-1-benzothiophene-2-carboxylate with a range of (hetero)aryl iodides using CuI, l-proline and Cs<sub>2</sub>CO<sub>3</sub> in dioxane at moderate temperature is described. The procedure is an extremely general, relatively cheap, and experimentally simple way to afford the <i>N</i>-substituted products in moderate to high yie  ...[more]

Similar Datasets

| S-EPMC3059099 | biostudies-literature
| S-EPMC3470379 | biostudies-literature
| S-EPMC2859957 | biostudies-literature
| S-EPMC9043791 | biostudies-literature
| S-EPMC10881060 | biostudies-literature
| S-EPMC2590668 | biostudies-literature
| S-EPMC4956475 | biostudies-literature
| S-EPMC5424447 | biostudies-literature
| S-EPMC2828042 | biostudies-literature
| S-EPMC3011584 | biostudies-literature