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Synfacts 2008(8): 0808-0808  
DOI: 10.1055/s-2008-1077944
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Trifluoromethyltriazoles via 1,3-Dipolar Cycloaddition

Contributor(s): Victor Snieckus, Tom Markiewicz
C.-T. Zhang, X. Zhang, F.-L. Qing*
Donghua University and Shanghai Institute of Organic Chemistry, P. R. of China
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Publication History

Publication Date:
23 July 2008 (online)

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Significance

Reported here is a convenient method for the regioselective synthesis of 4-tri­fluoromethyl-1,4,5-trisubstituted-1,2,3-triazoles by 1,3-dipolar cycloaddition of trifluoromethyl alkynols with aliphatic azides under ruthenium-catalyzed conditions. The authors state that the regioselectivity appears to be controlled by the polarity effects. Perhaps due to unavailability of additional alkynols, the scope of the method was insufficiently investigated.