An Efficient Three-Component Tandem Approach for the Synthesis of Imidazoheterocycle-Hydrazine Derivatives under Mild Conditions

doi:10.6023/cjoc202110015

Abstract

An three-component tandem reaction for the synthesis of imidazo[1,2-a]pyridine-hydrazines was accomplished with the easily available formyl methyl bromides, pyridin-2-amines and azodiformates. This tandem reaction process includes the generation of imidazo[1,2-a]pyridines followed by C(3)—H hydrazination in a sequential way, instead of the classical step-by-step methods. The approach features simple operation, mild conditions (transition-metal-free and low reaction temperature) as well as good tolerance of substrates. Note that formyl methyl bromides and pyridin-2-amines bearing electron-donating groups are benefit for this reaction, affording target products in excellent yields.

Key words: three-component reaction, tandem reaction, imidazoheterocycle, C(3)—H hydrazination

Cite this article

Huijie Qiao, Liting Yang, Ya Chen, Jialin Wang, Wuxuan Sun, Haobo Dong, Yunwei Wang. An Efficient Three-Component Tandem Approach for the Synthesis of Imidazoheterocycle-Hydrazine Derivatives under Mild Conditions[J]. Chinese Journal of Organic Chemistry, 2022, 42(4): 1188-1197.

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