Direct One-Pot Synthesis of Primary 4-Amino-2,3-diaryl- quinolines via Suzuki-Miyaura Cross-Coupling of 2-Aryl-4-azido-3-iodoquinolines with Arylboronic Acids

Palladium-catalyzed Suzuki-Miyaura cross-coupling of 2-aryl-4-azido-3-iodo-quinolines with arylboronic acids afforded the corresponding primary 4-amino-2,3-diarylquinolines in a single-pot operation along with symmetrical biaryls and traces of the 2,3-diaryl-4-azidoquinolines. A plausible mechanism,...

Descripción completa

Detalles Bibliográficos
Autores principales: Mphahlele, Malose Jack, Mphahlele, Mamasegare Mabel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264759/
https://www.ncbi.nlm.nih.gov/pubmed/22027952
http://dx.doi.org/10.3390/molecules16118958
_version_ 1783375561060515840
author Mphahlele, Malose Jack
Mphahlele, Mamasegare Mabel
author_facet Mphahlele, Malose Jack
Mphahlele, Mamasegare Mabel
author_sort Mphahlele, Malose Jack
collection PubMed
description Palladium-catalyzed Suzuki-Miyaura cross-coupling of 2-aryl-4-azido-3-iodo-quinolines with arylboronic acids afforded the corresponding primary 4-amino-2,3-diarylquinolines in a single-pot operation along with symmetrical biaryls and traces of the 2,3-diaryl-4-azidoquinolines. A plausible mechanism, which implicates palladium hydride species in the reduction of the incipient 2,3-diaryl-4-azidoquinolines to afford the 4-amino-2,3-diarylquinolines is proposed.
format Online
Article
Text
id pubmed-6264759
institution National Center for Biotechnology Information
language English
publishDate 2011
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62647592018-12-10 Direct One-Pot Synthesis of Primary 4-Amino-2,3-diaryl- quinolines via Suzuki-Miyaura Cross-Coupling of 2-Aryl-4-azido-3-iodoquinolines with Arylboronic Acids Mphahlele, Malose Jack Mphahlele, Mamasegare Mabel Molecules Article Palladium-catalyzed Suzuki-Miyaura cross-coupling of 2-aryl-4-azido-3-iodo-quinolines with arylboronic acids afforded the corresponding primary 4-amino-2,3-diarylquinolines in a single-pot operation along with symmetrical biaryls and traces of the 2,3-diaryl-4-azidoquinolines. A plausible mechanism, which implicates palladium hydride species in the reduction of the incipient 2,3-diaryl-4-azidoquinolines to afford the 4-amino-2,3-diarylquinolines is proposed. MDPI 2011-10-25 /pmc/articles/PMC6264759/ /pubmed/22027952 http://dx.doi.org/10.3390/molecules16118958 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Mphahlele, Malose Jack
Mphahlele, Mamasegare Mabel
Direct One-Pot Synthesis of Primary 4-Amino-2,3-diaryl- quinolines via Suzuki-Miyaura Cross-Coupling of 2-Aryl-4-azido-3-iodoquinolines with Arylboronic Acids
title Direct One-Pot Synthesis of Primary 4-Amino-2,3-diaryl- quinolines via Suzuki-Miyaura Cross-Coupling of 2-Aryl-4-azido-3-iodoquinolines with Arylboronic Acids
title_full Direct One-Pot Synthesis of Primary 4-Amino-2,3-diaryl- quinolines via Suzuki-Miyaura Cross-Coupling of 2-Aryl-4-azido-3-iodoquinolines with Arylboronic Acids
title_fullStr Direct One-Pot Synthesis of Primary 4-Amino-2,3-diaryl- quinolines via Suzuki-Miyaura Cross-Coupling of 2-Aryl-4-azido-3-iodoquinolines with Arylboronic Acids
title_full_unstemmed Direct One-Pot Synthesis of Primary 4-Amino-2,3-diaryl- quinolines via Suzuki-Miyaura Cross-Coupling of 2-Aryl-4-azido-3-iodoquinolines with Arylboronic Acids
title_short Direct One-Pot Synthesis of Primary 4-Amino-2,3-diaryl- quinolines via Suzuki-Miyaura Cross-Coupling of 2-Aryl-4-azido-3-iodoquinolines with Arylboronic Acids
title_sort direct one-pot synthesis of primary 4-amino-2,3-diaryl- quinolines via suzuki-miyaura cross-coupling of 2-aryl-4-azido-3-iodoquinolines with arylboronic acids
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264759/
https://www.ncbi.nlm.nih.gov/pubmed/22027952
http://dx.doi.org/10.3390/molecules16118958
work_keys_str_mv AT mphahlelemalosejack directonepotsynthesisofprimary4amino23diarylquinolinesviasuzukimiyauracrosscouplingof2aryl4azido3iodoquinolineswitharylboronicacids
AT mphahlelemamasegaremabel directonepotsynthesisofprimary4amino23diarylquinolinesviasuzukimiyauracrosscouplingof2aryl4azido3iodoquinolineswitharylboronicacids

Ejemplares similares