Synthetic Communications p. 563 - 569 (2021)
Update date:2022-09-26
Topics:
Kuang, Lu
Ming, Peng
Wan, Chang-Feng
Chen, Jun-Min
Sheng, Shou-Ri
A facile, one-pot two-step synthesis of 7-methylene-1,5-piperazine-fused 1,2,3-triazole derivatives has been developed. The protocol employs an N-allylation of N-propargylated amines with 2,3-dibromopropene in the presence of K2CO3 in DMSO and a CuI-catalyzed [3 + 2] cycloaddition reaction of the synthetic N-(2-bromoallyl)-N-propargyl amines with sodium azide sequentially. Such a method provides methylene-substituted 1,2,3-triazole fused piperazines with some advantages such as simple operation, high efficiency and good product yield (80–91%) through readily available starting materials.
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Doi:10.1021/ja802845z
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