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

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

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. View Full-Text
Keywords: 1; 3-Dipolar cycloaddition; 1; 2; 3-triazole; internal alkyne; regioselective 1; 3-Dipolar cycloaddition; 1; 2; 3-triazole; internal alkyne; regioselective
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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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