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Molecules 2008, 13(3), 556-566; doi:10.3390/molecules13030556
Article

Regioselective Synthesis of 1-(2,6-Dichloro-4-Trifluoromethylphenyl)- 4-Alkyl-1H-[1,2,3]-Triazoles

1,2,3, 3,4,* , 1,* , 3 and 3
1 Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, P. R. China 2 Graduate School of Chinese Academy of Sciences, Beijing 100049, P. R. China 3 College of Chemistry and Material Engineering, Wenzhou University, Wenzhou 325027, P. R. China 4 Ningbo Institute of Material Technology and Engineering, Chinese Academy of Sciences, Ningbo 315201, P. R. China
* Authors to whom correspondence should be addressed.
Received: 9 November 2007 / Revised: 13 February 2008 / Accepted: 20 February 2008 / Published: 3 March 2008
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Abstract

A new and efficient method for the synthesis of 1-(2,6-dichloro-4-trifluoromethylphenyl)-4-alkyl-1H-[1,2,3]-triazoles by the room temperature 1,3-dipolarcycloaddition of (2-azido-1,3-dichloro-5-trifluoromethyl)benzene with terminal alkynes inthe presence of Cu (I) salt as catalyst is reported. All the reactions gave 1,4-disubstitutedproducts with high regioselectivity, as no 1,5-disubstituted product was formed. Thestructures of all the title compounds have been confirmed by elemental analysis, 1H- and13C-NMR and in addition, the structure of compound 5a was investigated by X-raycrystallography.
Keywords: 1; 3-Dipolar cycloaddition; 1; 2; 3-triazole; internal alkyne; regioselective 1; 3-Dipolar cycloaddition; 1; 2; 3-triazole; internal alkyne; regioselective
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Hu, H.; Zhang, A.; Ding, L.; Lei, X.; Zhang, L. Regioselective Synthesis of 1-(2,6-Dichloro-4-Trifluoromethylphenyl)- 4-Alkyl-1H-[1,2,3]-Triazoles. Molecules 2008, 13, 556-566.

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