Synthesis of indazoles from 2-formylphenylboronic acids

A method for the synthesis of indazoles was developed which involves a copper(ii) acetate catalysed reaction of 2-formylboronic acids with diazadicaboxylates followed by acid or base induced ring closure. Hydrazine dicarboxylates were also shown as competent reaction partners for the synthesis of in...

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Autores principales: Solomin, Vitalii V., Seins, Alberts, Jirgensons, Aigars
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9034367/
https://www.ncbi.nlm.nih.gov/pubmed/35480464
http://dx.doi.org/10.1039/d1ra04056a
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author Solomin, Vitalii V.
Seins, Alberts
Jirgensons, Aigars
author_facet Solomin, Vitalii V.
Seins, Alberts
Jirgensons, Aigars
author_sort Solomin, Vitalii V.
collection PubMed
description A method for the synthesis of indazoles was developed which involves a copper(ii) acetate catalysed reaction of 2-formylboronic acids with diazadicaboxylates followed by acid or base induced ring closure. Hydrazine dicarboxylates were also shown as competent reaction partners for the synthesis of indazoles, however, they required a stoichiometric amount of copper(ii) acetate for the C–N bond formation step. The transformation can be efficiently performed as a two step-one pot procedure to give a range of 1N-alkoxycarbonyl indazoles.
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spelling pubmed-90343672022-04-26 Synthesis of indazoles from 2-formylphenylboronic acids Solomin, Vitalii V. Seins, Alberts Jirgensons, Aigars RSC Adv Chemistry A method for the synthesis of indazoles was developed which involves a copper(ii) acetate catalysed reaction of 2-formylboronic acids with diazadicaboxylates followed by acid or base induced ring closure. Hydrazine dicarboxylates were also shown as competent reaction partners for the synthesis of indazoles, however, they required a stoichiometric amount of copper(ii) acetate for the C–N bond formation step. The transformation can be efficiently performed as a two step-one pot procedure to give a range of 1N-alkoxycarbonyl indazoles. The Royal Society of Chemistry 2021-06-28 /pmc/articles/PMC9034367/ /pubmed/35480464 http://dx.doi.org/10.1039/d1ra04056a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Solomin, Vitalii V.
Seins, Alberts
Jirgensons, Aigars
Synthesis of indazoles from 2-formylphenylboronic acids
title Synthesis of indazoles from 2-formylphenylboronic acids
title_full Synthesis of indazoles from 2-formylphenylboronic acids
title_fullStr Synthesis of indazoles from 2-formylphenylboronic acids
title_full_unstemmed Synthesis of indazoles from 2-formylphenylboronic acids
title_short Synthesis of indazoles from 2-formylphenylboronic acids
title_sort synthesis of indazoles from 2-formylphenylboronic acids
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9034367/
https://www.ncbi.nlm.nih.gov/pubmed/35480464
http://dx.doi.org/10.1039/d1ra04056a
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