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Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K(2)CO(3)/n-Bu(4)PBr in water

A new, mild and efficient protocol for the synthesis of trifluoromethyl(indolyl)phenylmethanols by the reaction of indoles with a variety of aromatic fluoromethyl ketones in the presence of K(2)CO(3) (15 mol %) and n-Bu(4)PBr (15 mol %) in water. The desired products were obtained in good to excelle...

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Detalles Bibliográficos
Autores principales: Pillaiyar, Thanigaimalai, Sedaghati, Masoud, Schnakenburg, Gregor
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7189012/
https://www.ncbi.nlm.nih.gov/pubmed/32395181
http://dx.doi.org/10.3762/bjoc.16.71
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author Pillaiyar, Thanigaimalai
Sedaghati, Masoud
Schnakenburg, Gregor
author_facet Pillaiyar, Thanigaimalai
Sedaghati, Masoud
Schnakenburg, Gregor
author_sort Pillaiyar, Thanigaimalai
collection PubMed
description A new, mild and efficient protocol for the synthesis of trifluoromethyl(indolyl)phenylmethanols by the reaction of indoles with a variety of aromatic fluoromethyl ketones in the presence of K(2)CO(3) (15 mol %) and n-Bu(4)PBr (15 mol %) in water. The desired products were obtained in good to excellent yields without requiring a column chromatographic purification. The reusability of the catalytic system and large-scale synthesis of indolyl(phenyl)methanols, which would further transform into biological active indole-derived compounds, are further advantages of this protocol.
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spelling pubmed-71890122020-05-11 Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K(2)CO(3)/n-Bu(4)PBr in water Pillaiyar, Thanigaimalai Sedaghati, Masoud Schnakenburg, Gregor Beilstein J Org Chem Full Research Paper A new, mild and efficient protocol for the synthesis of trifluoromethyl(indolyl)phenylmethanols by the reaction of indoles with a variety of aromatic fluoromethyl ketones in the presence of K(2)CO(3) (15 mol %) and n-Bu(4)PBr (15 mol %) in water. The desired products were obtained in good to excellent yields without requiring a column chromatographic purification. The reusability of the catalytic system and large-scale synthesis of indolyl(phenyl)methanols, which would further transform into biological active indole-derived compounds, are further advantages of this protocol. Beilstein-Institut 2020-04-20 /pmc/articles/PMC7189012/ /pubmed/32395181 http://dx.doi.org/10.3762/bjoc.16.71 Text en Copyright © 2020, Pillaiyar et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Pillaiyar, Thanigaimalai
Sedaghati, Masoud
Schnakenburg, Gregor
Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K(2)CO(3)/n-Bu(4)PBr in water
title Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K(2)CO(3)/n-Bu(4)PBr in water
title_full Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K(2)CO(3)/n-Bu(4)PBr in water
title_fullStr Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K(2)CO(3)/n-Bu(4)PBr in water
title_full_unstemmed Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K(2)CO(3)/n-Bu(4)PBr in water
title_short Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K(2)CO(3)/n-Bu(4)PBr in water
title_sort reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using k(2)co(3)/n-bu(4)pbr in water
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7189012/
https://www.ncbi.nlm.nih.gov/pubmed/32395181
http://dx.doi.org/10.3762/bjoc.16.71
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