An expeditious one-pot method for the synthesis of highly substituted 5-aminoimidazoles from glyoxals, anilines, and amidines was evaluated under metal/catalyst-free conditions operative at room temperature. The present protocol constitutes an environmentally friendly approach for the synthesis of highly substituted 5-aminoimidazoles, which are important building blocks of several bioactive and medicinal compounds. The readily and commercially available starting materials can be quickly assembled into imidazoles using this protocol and scaling up this process does not require chromatographic purification. Additionally, the reaction of 5-aminoimidazole with 2-bromobenzoyl chloride can provide a novel imidazo[5,1-b]quinazolin-9(4H)-one, thus showcasing the applicability of this protocol.
Bibliographical noteFunding Information:
This study was supported by grants from the National Research Foundation of Korea (NRF) funded by the Korean government (MSIT) (NRF 2018R1A5A2023127), and the BK21 FOUR Team and Integrated Research Institute for Drug Development, College of Pharmacy, Dongguk University-Seoul, Goyang, 10326, Republic of Korea.
© 2022 The Royal Society of Chemistry.
ASJC Scopus subject areas
- Environmental Chemistry