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Synfacts 2010(1): 0114-0114  
DOI: 10.1055/s-0029-1218449
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Huisgen Reaction of Organic Azides and Alkynes with Cu(OH)x/TiO2

Contributor(s): Yasuhiro Uozumi, Go Hamasaka
K. Yamaguchi, T. Oishi, T. Katayama, N. Mizuno*
The University of Tokyo and Japan Science and Technology Agency, Saitama, Japan
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Publication History

Publication Date:
21 December 2009 (online)

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Significance

TiO2-supported copper hydroxide (Cu(OH)x/TiO2) catalyzed the Huisgen 1,3-dipolar cycloaddition of organic azides 1 with terminal alkynes 2 to give the corresponding 1,2,3-triazoles 3 in 78-98% isolated yield (17 examples). The catalyst was recovered by simple filtration and reused three times without significant loss of catalytic performance for the formation of 3a (GC yield: 1st reuse: 99%, 2nd reuse: 99%, 3rd reuse: 99%). No leaching of Cu was observed by ICP-AES analysis after the reaction.