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Synfacts 2009(10): 1089-1089  
DOI: 10.1055/s-0029-1217905
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of N-Unsubstituted 1,2,3-Triazoles by a One-Pot Reaction

Contributor(s): Victor Snieckus, Wei Gan
J. Li, D. Wang, Y. Zhang, J. Li, B. Chen*
Lanzhou University and Northwest Minorities University, Lanzhou, P. R. of China
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Publication History

Publication Date:
22 September 2009 (online)

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Significance

A Sonogashira coupling initiated one-pot synthesis of N-unsubstituted 1,2,3-tri­azoles from acid chlorides, terminal alkynes and sodium azide is reported. The scope of the process is well established and suitable for a variety of substrates, e.g. EWG- and EDG-substituted terminal alkynes (R¹ = 4-FC6H4, 4-MeOC6H4) and acid chlorides (R² = 4-O2NC6H4, 4-MeOC6H4). Normally, the reaction is carried out at room temperature but the use of aliphatic terminal alkynes required higher temperature (45 ˚C) to obtain reasonable reaction rates.