Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole

[Image: see text] This study represents an expansion of the application of catalysis in air through conventional coupling and free radical processes. A reactive free aryl radical intermediate was generated via the oxidation of an activated Ar–NH–NH(2) bond by air as a simple and readily available ox...

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Autores principales: Kocaoğlu, Esma, Karaman, Muhammed A., Tokgöz, Hatun, Talaz, Oktay
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641933/
https://www.ncbi.nlm.nih.gov/pubmed/31457776
http://dx.doi.org/10.1021/acsomega.7b00988
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author Kocaoğlu, Esma
Karaman, Muhammed A.
Tokgöz, Hatun
Talaz, Oktay
author_facet Kocaoğlu, Esma
Karaman, Muhammed A.
Tokgöz, Hatun
Talaz, Oktay
author_sort Kocaoğlu, Esma
collection PubMed
description [Image: see text] This study represents an expansion of the application of catalysis in air through conventional coupling and free radical processes. A reactive free aryl radical intermediate was generated via the oxidation of an activated Ar–NH–NH(2) bond by air as a simple and readily available oxidant. For this purpose, the usability of phenylhydrazine and phenylhydrazine hydrochloride salt reagents for the direct arylation of pyrrole with aryl radicals was investigated. The facile coupling of N-methylpyrrole with aryl radicals was easily applied for the convenient direct synthesis of C-2 arylated pyrroles without a transition-metal catalyst.
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spelling pubmed-66419332019-08-27 Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole Kocaoğlu, Esma Karaman, Muhammed A. Tokgöz, Hatun Talaz, Oktay ACS Omega [Image: see text] This study represents an expansion of the application of catalysis in air through conventional coupling and free radical processes. A reactive free aryl radical intermediate was generated via the oxidation of an activated Ar–NH–NH(2) bond by air as a simple and readily available oxidant. For this purpose, the usability of phenylhydrazine and phenylhydrazine hydrochloride salt reagents for the direct arylation of pyrrole with aryl radicals was investigated. The facile coupling of N-methylpyrrole with aryl radicals was easily applied for the convenient direct synthesis of C-2 arylated pyrroles without a transition-metal catalyst. American Chemical Society 2017-08-28 /pmc/articles/PMC6641933/ /pubmed/31457776 http://dx.doi.org/10.1021/acsomega.7b00988 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Kocaoğlu, Esma
Karaman, Muhammed A.
Tokgöz, Hatun
Talaz, Oktay
Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole
title Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole
title_full Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole
title_fullStr Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole
title_full_unstemmed Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole
title_short Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole
title_sort transition-metal catalyst free oxidative radical arylation of n-methylpyrrole
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641933/
https://www.ncbi.nlm.nih.gov/pubmed/31457776
http://dx.doi.org/10.1021/acsomega.7b00988
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AT tokgozhatun transitionmetalcatalystfreeoxidativeradicalarylationofnmethylpyrrole
AT talazoktay transitionmetalcatalystfreeoxidativeradicalarylationofnmethylpyrrole

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