Regioselective Synthesis of 1-(2,6-Dichloro-4-Trifluoromethyl-phenyl)-4-Alkyl-1H-[1,2,3]-Triazoles
A new and efficient method for the synthesis of 1-(2,6-dichloro-4-trifluoro-methylphenyl)-4-alkyl-1H-[1,2,3]-triazoles by the room temperature 1,3-dipolar cycloaddition of (2-azido-1,3-dichloro-5-trifluoromethyl)benzene with terminal alkynes in the presence of Cu (I) salt as catalyst is reported. Al...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2008
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6244963/ https://www.ncbi.nlm.nih.gov/pubmed/18463565 http://dx.doi.org/10.3390/molecules13030556 |
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author | Hu, Huanan Zhang, Anjiang Ding, Lisheng Lei, Xinxiang Zhang, Lixue |
author_facet | Hu, Huanan Zhang, Anjiang Ding, Lisheng Lei, Xinxiang Zhang, Lixue |
author_sort | Hu, Huanan |
collection | PubMed |
description | A new and efficient method for the synthesis of 1-(2,6-dichloro-4-trifluoro-methylphenyl)-4-alkyl-1H-[1,2,3]-triazoles by the room temperature 1,3-dipolar cycloaddition of (2-azido-1,3-dichloro-5-trifluoromethyl)benzene with terminal alkynes in the presence of Cu (I) salt as catalyst is reported. All the reactions gave 1,4-disubstituted products with high regioselectivity, as no 1,5-disubstituted product was formed. The structures of all the title compounds have been confirmed by elemental analysis, (1)H- and (13)C-NMR and in addition, the structure of compound 5a was investigated by X-ray crystallography. |
format | Online Article Text |
id | pubmed-6244963 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62449632018-11-26 Regioselective Synthesis of 1-(2,6-Dichloro-4-Trifluoromethyl-phenyl)-4-Alkyl-1H-[1,2,3]-Triazoles Hu, Huanan Zhang, Anjiang Ding, Lisheng Lei, Xinxiang Zhang, Lixue Molecules Full Paper A new and efficient method for the synthesis of 1-(2,6-dichloro-4-trifluoro-methylphenyl)-4-alkyl-1H-[1,2,3]-triazoles by the room temperature 1,3-dipolar cycloaddition of (2-azido-1,3-dichloro-5-trifluoromethyl)benzene with terminal alkynes in the presence of Cu (I) salt as catalyst is reported. All the reactions gave 1,4-disubstituted products with high regioselectivity, as no 1,5-disubstituted product was formed. The structures of all the title compounds have been confirmed by elemental analysis, (1)H- and (13)C-NMR and in addition, the structure of compound 5a was investigated by X-ray crystallography. MDPI 2008-03-03 /pmc/articles/PMC6244963/ /pubmed/18463565 http://dx.doi.org/10.3390/molecules13030556 Text en © 2008 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes. |
spellingShingle | Full Paper Hu, Huanan Zhang, Anjiang Ding, Lisheng Lei, Xinxiang Zhang, Lixue Regioselective Synthesis of 1-(2,6-Dichloro-4-Trifluoromethyl-phenyl)-4-Alkyl-1H-[1,2,3]-Triazoles |
title | Regioselective Synthesis of 1-(2,6-Dichloro-4-Trifluoromethyl-phenyl)-4-Alkyl-1H-[1,2,3]-Triazoles |
title_full | Regioselective Synthesis of 1-(2,6-Dichloro-4-Trifluoromethyl-phenyl)-4-Alkyl-1H-[1,2,3]-Triazoles |
title_fullStr | Regioselective Synthesis of 1-(2,6-Dichloro-4-Trifluoromethyl-phenyl)-4-Alkyl-1H-[1,2,3]-Triazoles |
title_full_unstemmed | Regioselective Synthesis of 1-(2,6-Dichloro-4-Trifluoromethyl-phenyl)-4-Alkyl-1H-[1,2,3]-Triazoles |
title_short | Regioselective Synthesis of 1-(2,6-Dichloro-4-Trifluoromethyl-phenyl)-4-Alkyl-1H-[1,2,3]-Triazoles |
title_sort | regioselective synthesis of 1-(2,6-dichloro-4-trifluoromethyl-phenyl)-4-alkyl-1h-[1,2,3]-triazoles |
topic | Full Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6244963/ https://www.ncbi.nlm.nih.gov/pubmed/18463565 http://dx.doi.org/10.3390/molecules13030556 |
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