Mild Copper-Catalyzed, <span style="font-variant: small-caps">l</span>-Proline-Promoted Cross-Coupling of Methyl 3-Amino-1-benzothiophene-2-carboxylate

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, <span style="font-variant:...

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Autores principales:	Vilija Kederienė, Indrė Jaglinskaitė, Paulina Voznikaitė, Jolanta Rousseau, Patrick Rollin, Algirdas Šačkus, Arnaud Tatibouët
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	benzo[<i>b</i>]thiophene copper catalysis <span style="font-variant: small-caps">l</span>-proline <i>N</i>-arylation aryl iodides Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/bf3af9e064c34eeb9da97660cc44dc8b
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spelling	oai:doaj.org-article:bf3af9e064c34eeb9da97660cc44dc8b2021-11-25T18:27:31ZMild Copper-Catalyzed, <span style="font-variant: small-caps">l</span>-Proline-Promoted Cross-Coupling of Methyl 3-Amino-1-benzothiophene-2-carboxylate10.3390/molecules262268221420-3049https://doaj.org/article/bf3af9e064c34eeb9da97660cc44dc8b2021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/22/6822https://doaj.org/toc/1420-3049Cu-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, <span style="font-variant: small-caps;">l</span>-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 yields. The structures of the new heterocyclic compounds were confirmed by NMR spectroscopy and HRMS investigation.Vilija KederienėIndrė JaglinskaitėPaulina VoznikaitėJolanta RousseauPatrick RollinAlgirdas ŠačkusArnaud TatibouëtMDPI AGarticlebenzo[<i>b</i>]thiophenecopper catalysis<span style="font-variant: small-caps">l</span>-proline<i>N</i>-arylationaryl iodidesOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6822, p 6822 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	benzo[<i>b</i>]thiophene copper catalysis <span style="font-variant: small-caps">l</span>-proline <i>N</i>-arylation aryl iodides Organic chemistry QD241-441
spellingShingle	benzo[<i>b</i>]thiophene copper catalysis <span style="font-variant: small-caps">l</span>-proline <i>N</i>-arylation aryl iodides Organic chemistry QD241-441 Vilija Kederienė Indrė Jaglinskaitė Paulina Voznikaitė Jolanta Rousseau Patrick Rollin Algirdas Šačkus Arnaud Tatibouët Mild Copper-Catalyzed, <span style="font-variant: small-caps">l</span>-Proline-Promoted Cross-Coupling of Methyl 3-Amino-1-benzothiophene-2-carboxylate
description	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, <span style="font-variant: small-caps;">l</span>-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 yields. The structures of the new heterocyclic compounds were confirmed by NMR spectroscopy and HRMS investigation.
format	article
author	Vilija Kederienė Indrė Jaglinskaitė Paulina Voznikaitė Jolanta Rousseau Patrick Rollin Algirdas Šačkus Arnaud Tatibouët
author_facet	Vilija Kederienė Indrė Jaglinskaitė Paulina Voznikaitė Jolanta Rousseau Patrick Rollin Algirdas Šačkus Arnaud Tatibouët
author_sort	Vilija Kederienė
title	Mild Copper-Catalyzed, <span style="font-variant: small-caps">l</span>-Proline-Promoted Cross-Coupling of Methyl 3-Amino-1-benzothiophene-2-carboxylate
title_short	Mild Copper-Catalyzed, <span style="font-variant: small-caps">l</span>-Proline-Promoted Cross-Coupling of Methyl 3-Amino-1-benzothiophene-2-carboxylate
title_full	Mild Copper-Catalyzed, <span style="font-variant: small-caps">l</span>-Proline-Promoted Cross-Coupling of Methyl 3-Amino-1-benzothiophene-2-carboxylate
title_fullStr	Mild Copper-Catalyzed, <span style="font-variant: small-caps">l</span>-Proline-Promoted Cross-Coupling of Methyl 3-Amino-1-benzothiophene-2-carboxylate
title_full_unstemmed	Mild Copper-Catalyzed, <span style="font-variant: small-caps">l</span>-Proline-Promoted Cross-Coupling of Methyl 3-Amino-1-benzothiophene-2-carboxylate
title_sort	mild copper-catalyzed, <span style="font-variant: small-caps">l</span>-proline-promoted cross-coupling of methyl 3-amino-1-benzothiophene-2-carboxylate
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/bf3af9e064c34eeb9da97660cc44dc8b
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Mild Copper-Catalyzed, <span style="font-variant: small-caps">l</span>-Proline-Promoted Cross-Coupling of Methyl 3-Amino-1-benzothiophene-2-carboxylate

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