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Communication | Regular issue | Vol 92, No. 3, 2016, pp.423-430
Published online, 5th February, 2016
DOI: 10.3987/COM-15-13371
Catalytic Cyclization of 2,3-Dibromopropionates with Benzyl Azides to Afford 1-Benzyl-1,2,3-triazole-4-carboxylate: The Use of a Nontoxic Bismuth Catalyst

Hong-bin Sun,* Dong Li, Weiping Xie, and Xinlin Deng

*Department of Chemistry, Northeastern University of China, Wenhua Road 3-11, Shenyang 110819, China


We synthesized 1,2,3-triazoles via the cyclization of 2,3-dibromopropionates with benzyl azides. Bismuth chloride is an efficient catalyst, and the reaction is accelerated by weak bases such as sodium acetate. A variety of functional groups are compatible with this catalytic protocol, and it takes advantage of oxygen stable catalyst and substrates because the reactive dibromides are saturated.