An optimized procedure for direct access to 1H-indazole-3-carboxaldehyde derivatives by nitrosation of indoles

Indazole derivatives are currently drawing more and more attention in medicinal chemistry as kinase inhibitors. 1H-indazole-3-carboxaldehydes are key intermediates to access to a variety of polyfunctionalized 3-substituted indazoles. We report here a general access to this motif, based on the nitros...

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Detalles Bibliográficos
Autores principales: Chevalier, Arnaud, Ouahrouch, Abdelaaziz, Arnaud, Alexandre, Gallavardin, Thibault, Franck, Xavier
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9079728/
https://www.ncbi.nlm.nih.gov/pubmed/35542511
http://dx.doi.org/10.1039/c8ra01546e
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author Chevalier, Arnaud
Ouahrouch, Abdelaaziz
Arnaud, Alexandre
Gallavardin, Thibault
Franck, Xavier
author_facet Chevalier, Arnaud
Ouahrouch, Abdelaaziz
Arnaud, Alexandre
Gallavardin, Thibault
Franck, Xavier
author_sort Chevalier, Arnaud
collection PubMed
description Indazole derivatives are currently drawing more and more attention in medicinal chemistry as kinase inhibitors. 1H-indazole-3-carboxaldehydes are key intermediates to access to a variety of polyfunctionalized 3-substituted indazoles. We report here a general access to this motif, based on the nitrosation of indoles in a slightly acidic environment. These very mild conditions allow the conversion of both electron-rich and electron-deficient indoles into 1H-indazole-3-carboxaldehydes.
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spelling pubmed-90797282022-05-09 An optimized procedure for direct access to 1H-indazole-3-carboxaldehyde derivatives by nitrosation of indoles Chevalier, Arnaud Ouahrouch, Abdelaaziz Arnaud, Alexandre Gallavardin, Thibault Franck, Xavier RSC Adv Chemistry Indazole derivatives are currently drawing more and more attention in medicinal chemistry as kinase inhibitors. 1H-indazole-3-carboxaldehydes are key intermediates to access to a variety of polyfunctionalized 3-substituted indazoles. We report here a general access to this motif, based on the nitrosation of indoles in a slightly acidic environment. These very mild conditions allow the conversion of both electron-rich and electron-deficient indoles into 1H-indazole-3-carboxaldehydes. The Royal Society of Chemistry 2018-04-09 /pmc/articles/PMC9079728/ /pubmed/35542511 http://dx.doi.org/10.1039/c8ra01546e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Chevalier, Arnaud
Ouahrouch, Abdelaaziz
Arnaud, Alexandre
Gallavardin, Thibault
Franck, Xavier
An optimized procedure for direct access to 1H-indazole-3-carboxaldehyde derivatives by nitrosation of indoles
title An optimized procedure for direct access to 1H-indazole-3-carboxaldehyde derivatives by nitrosation of indoles
title_full An optimized procedure for direct access to 1H-indazole-3-carboxaldehyde derivatives by nitrosation of indoles
title_fullStr An optimized procedure for direct access to 1H-indazole-3-carboxaldehyde derivatives by nitrosation of indoles
title_full_unstemmed An optimized procedure for direct access to 1H-indazole-3-carboxaldehyde derivatives by nitrosation of indoles
title_short An optimized procedure for direct access to 1H-indazole-3-carboxaldehyde derivatives by nitrosation of indoles
title_sort optimized procedure for direct access to 1h-indazole-3-carboxaldehyde derivatives by nitrosation of indoles
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9079728/
https://www.ncbi.nlm.nih.gov/pubmed/35542511
http://dx.doi.org/10.1039/c8ra01546e
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