Cargando…

A regioselective C7 bromination and C7 palladium-catalyzed Suzuki–Miyaura cross-coupling arylation of 4-substituted NH-free indazoles

A direct and efficient regioselective C7-bromination of 4-substituted 1H-indazole has been achieved. Subsequently, a successful palladium-mediated Suzuki–Miyaura reaction of C7-bromo-4-substituted-1H-indazoles with boronic acids has been performed under optimized reaction conditions. A series of new...

Descripción completa

Detalles Bibliográficos
Autores principales: Boujdi, Khalid, El Brahmi, Nabil, Graton, Jérôme, Dubreuil, Didier, Collet, Sylvain, Mathé-Allainmat, Monique, Akssira, Mohamed, Lebreton, Jacques, El Kazzouli, Saïd
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8694914/
https://www.ncbi.nlm.nih.gov/pubmed/35423195
http://dx.doi.org/10.1039/d0ra08598g
_version_ 1784619463772995584
author Boujdi, Khalid
El Brahmi, Nabil
Graton, Jérôme
Dubreuil, Didier
Collet, Sylvain
Mathé-Allainmat, Monique
Akssira, Mohamed
Lebreton, Jacques
El Kazzouli, Saïd
author_facet Boujdi, Khalid
El Brahmi, Nabil
Graton, Jérôme
Dubreuil, Didier
Collet, Sylvain
Mathé-Allainmat, Monique
Akssira, Mohamed
Lebreton, Jacques
El Kazzouli, Saïd
author_sort Boujdi, Khalid
collection PubMed
description A direct and efficient regioselective C7-bromination of 4-substituted 1H-indazole has been achieved. Subsequently, a successful palladium-mediated Suzuki–Miyaura reaction of C7-bromo-4-substituted-1H-indazoles with boronic acids has been performed under optimized reaction conditions. A series of new C7 arylated 4-substituted 1H-indazoles was obtained in moderate to good yields.
format Online
Article
Text
id pubmed-8694914
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-86949142022-04-13 A regioselective C7 bromination and C7 palladium-catalyzed Suzuki–Miyaura cross-coupling arylation of 4-substituted NH-free indazoles Boujdi, Khalid El Brahmi, Nabil Graton, Jérôme Dubreuil, Didier Collet, Sylvain Mathé-Allainmat, Monique Akssira, Mohamed Lebreton, Jacques El Kazzouli, Saïd RSC Adv Chemistry A direct and efficient regioselective C7-bromination of 4-substituted 1H-indazole has been achieved. Subsequently, a successful palladium-mediated Suzuki–Miyaura reaction of C7-bromo-4-substituted-1H-indazoles with boronic acids has been performed under optimized reaction conditions. A series of new C7 arylated 4-substituted 1H-indazoles was obtained in moderate to good yields. The Royal Society of Chemistry 2021-02-10 /pmc/articles/PMC8694914/ /pubmed/35423195 http://dx.doi.org/10.1039/d0ra08598g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Boujdi, Khalid
El Brahmi, Nabil
Graton, Jérôme
Dubreuil, Didier
Collet, Sylvain
Mathé-Allainmat, Monique
Akssira, Mohamed
Lebreton, Jacques
El Kazzouli, Saïd
A regioselective C7 bromination and C7 palladium-catalyzed Suzuki–Miyaura cross-coupling arylation of 4-substituted NH-free indazoles
title A regioselective C7 bromination and C7 palladium-catalyzed Suzuki–Miyaura cross-coupling arylation of 4-substituted NH-free indazoles
title_full A regioselective C7 bromination and C7 palladium-catalyzed Suzuki–Miyaura cross-coupling arylation of 4-substituted NH-free indazoles
title_fullStr A regioselective C7 bromination and C7 palladium-catalyzed Suzuki–Miyaura cross-coupling arylation of 4-substituted NH-free indazoles
title_full_unstemmed A regioselective C7 bromination and C7 palladium-catalyzed Suzuki–Miyaura cross-coupling arylation of 4-substituted NH-free indazoles
title_short A regioselective C7 bromination and C7 palladium-catalyzed Suzuki–Miyaura cross-coupling arylation of 4-substituted NH-free indazoles
title_sort regioselective c7 bromination and c7 palladium-catalyzed suzuki–miyaura cross-coupling arylation of 4-substituted nh-free indazoles
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8694914/
https://www.ncbi.nlm.nih.gov/pubmed/35423195
http://dx.doi.org/10.1039/d0ra08598g
work_keys_str_mv AT boujdikhalid aregioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT elbrahminabil aregioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT gratonjerome aregioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT dubreuildidier aregioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT colletsylvain aregioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT matheallainmatmonique aregioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT akssiramohamed aregioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT lebretonjacques aregioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT elkazzoulisaid aregioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT boujdikhalid regioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT elbrahminabil regioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT gratonjerome regioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT dubreuildidier regioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT colletsylvain regioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT matheallainmatmonique regioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT akssiramohamed regioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT lebretonjacques regioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles
AT elkazzoulisaid regioselectivec7brominationandc7palladiumcatalyzedsuzukimiyauracrosscouplingarylationof4substitutednhfreeindazoles