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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2020
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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. |
format | Online Article Text |
id | pubmed-7189012 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
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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