Divergent copper-catalyzed syntheses of 3-carboxylpyrroles and 3-cyanofurans from O-acetyl oximes and β-ketoesters/nitriles

The reaction between O-acetyl oximes and β-ketoesters/nitriles catalyzed by copper generated polysubstituted pyrroles and furans, respectively, under redox–neutral reaction conditions. Using this protocol, pyrroles or furans could be obtained simply by choosing an appropriate active methylene compou...

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Autores principales: Almaraz-Ortiz, Wilfrido E., Ramos Orea, Aldahir, Casadiego-Díaz, Oscar, Reyes-Salgado, Agustín, Mejía-Galindo, Arturo, Torres-Ochoa, Rubén O.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9490516/
https://www.ncbi.nlm.nih.gov/pubmed/36275146
http://dx.doi.org/10.1039/d2ra04938d
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author Almaraz-Ortiz, Wilfrido E.
Ramos Orea, Aldahir
Casadiego-Díaz, Oscar
Reyes-Salgado, Agustín
Mejía-Galindo, Arturo
Torres-Ochoa, Rubén O.
author_facet Almaraz-Ortiz, Wilfrido E.
Ramos Orea, Aldahir
Casadiego-Díaz, Oscar
Reyes-Salgado, Agustín
Mejía-Galindo, Arturo
Torres-Ochoa, Rubén O.
author_sort Almaraz-Ortiz, Wilfrido E.
collection PubMed
description The reaction between O-acetyl oximes and β-ketoesters/nitriles catalyzed by copper generated polysubstituted pyrroles and furans, respectively, under redox–neutral reaction conditions. Using this protocol, pyrroles or furans could be obtained simply by choosing an appropriate active methylene compound. Although both transformations occur essentially under the same reaction conditions, control experiments indicated that they follow different mechanistic pathways.
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spelling pubmed-94905162022-10-20 Divergent copper-catalyzed syntheses of 3-carboxylpyrroles and 3-cyanofurans from O-acetyl oximes and β-ketoesters/nitriles Almaraz-Ortiz, Wilfrido E. Ramos Orea, Aldahir Casadiego-Díaz, Oscar Reyes-Salgado, Agustín Mejía-Galindo, Arturo Torres-Ochoa, Rubén O. RSC Adv Chemistry The reaction between O-acetyl oximes and β-ketoesters/nitriles catalyzed by copper generated polysubstituted pyrroles and furans, respectively, under redox–neutral reaction conditions. Using this protocol, pyrroles or furans could be obtained simply by choosing an appropriate active methylene compound. Although both transformations occur essentially under the same reaction conditions, control experiments indicated that they follow different mechanistic pathways. The Royal Society of Chemistry 2022-09-21 /pmc/articles/PMC9490516/ /pubmed/36275146 http://dx.doi.org/10.1039/d2ra04938d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Almaraz-Ortiz, Wilfrido E.
Ramos Orea, Aldahir
Casadiego-Díaz, Oscar
Reyes-Salgado, Agustín
Mejía-Galindo, Arturo
Torres-Ochoa, Rubén O.
Divergent copper-catalyzed syntheses of 3-carboxylpyrroles and 3-cyanofurans from O-acetyl oximes and β-ketoesters/nitriles
title Divergent copper-catalyzed syntheses of 3-carboxylpyrroles and 3-cyanofurans from O-acetyl oximes and β-ketoesters/nitriles
title_full Divergent copper-catalyzed syntheses of 3-carboxylpyrroles and 3-cyanofurans from O-acetyl oximes and β-ketoesters/nitriles
title_fullStr Divergent copper-catalyzed syntheses of 3-carboxylpyrroles and 3-cyanofurans from O-acetyl oximes and β-ketoesters/nitriles
title_full_unstemmed Divergent copper-catalyzed syntheses of 3-carboxylpyrroles and 3-cyanofurans from O-acetyl oximes and β-ketoesters/nitriles
title_short Divergent copper-catalyzed syntheses of 3-carboxylpyrroles and 3-cyanofurans from O-acetyl oximes and β-ketoesters/nitriles
title_sort divergent copper-catalyzed syntheses of 3-carboxylpyrroles and 3-cyanofurans from o-acetyl oximes and β-ketoesters/nitriles
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9490516/
https://www.ncbi.nlm.nih.gov/pubmed/36275146
http://dx.doi.org/10.1039/d2ra04938d
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