Chinese Journal of Organic Chemistry >
An Efficient Three-Component Tandem Approach for the Synthesis of Imidazoheterocycle-Hydrazine Derivatives under Mild Conditions
Received date: 2021-10-12
Revised date: 2021-11-14
Online published: 2021-12-08
Supported by
Natural Science Foundation of Henan Province(202300410515); Natural Science Foundation of Henan Province(212300410318)
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.
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 . DOI: 10.6023/cjoc202110015
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