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Synthesis and Reactivity of New 1-Pentafluorophenyl-1H-pyrrole Derivatives

We present 1-pentafluorophenyl-1H-pyrrole and some of its electrophilic substitution reactions: formylation and acetylations. The 2-substituted products formed in these reactions are selectively and in high yield converted into 3-substituted products by treatment with trifluoromethanesulfonic acid....

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Autores principales: Hrnčariková, Katarína, Végh, Daniel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2003
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6146868/
http://dx.doi.org/10.3390/80700536
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author Hrnčariková, Katarína
Végh, Daniel
author_facet Hrnčariková, Katarína
Végh, Daniel
author_sort Hrnčariková, Katarína
collection PubMed
description We present 1-pentafluorophenyl-1H-pyrrole and some of its electrophilic substitution reactions: formylation and acetylations. The 2-substituted products formed in these reactions are selectively and in high yield converted into 3-substituted products by treatment with trifluoromethanesulfonic acid. A general synthesis of 3-acylpyrroles was developed by the trifluoromethanesulfonic acid–mediated rearrangement of the corresponding 2-acylpyrroles.
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spelling pubmed-61468682018-11-19 Synthesis and Reactivity of New 1-Pentafluorophenyl-1H-pyrrole Derivatives Hrnčariková, Katarína Végh, Daniel Molecules Article We present 1-pentafluorophenyl-1H-pyrrole and some of its electrophilic substitution reactions: formylation and acetylations. The 2-substituted products formed in these reactions are selectively and in high yield converted into 3-substituted products by treatment with trifluoromethanesulfonic acid. A general synthesis of 3-acylpyrroles was developed by the trifluoromethanesulfonic acid–mediated rearrangement of the corresponding 2-acylpyrroles. MDPI 2003-07-15 /pmc/articles/PMC6146868/ http://dx.doi.org/10.3390/80700536 Text en © 2003 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes.
spellingShingle Article
Hrnčariková, Katarína
Végh, Daniel
Synthesis and Reactivity of New 1-Pentafluorophenyl-1H-pyrrole Derivatives
title Synthesis and Reactivity of New 1-Pentafluorophenyl-1H-pyrrole Derivatives
title_full Synthesis and Reactivity of New 1-Pentafluorophenyl-1H-pyrrole Derivatives
title_fullStr Synthesis and Reactivity of New 1-Pentafluorophenyl-1H-pyrrole Derivatives
title_full_unstemmed Synthesis and Reactivity of New 1-Pentafluorophenyl-1H-pyrrole Derivatives
title_short Synthesis and Reactivity of New 1-Pentafluorophenyl-1H-pyrrole Derivatives
title_sort synthesis and reactivity of new 1-pentafluorophenyl-1h-pyrrole derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6146868/
http://dx.doi.org/10.3390/80700536
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