Multicomponent one-pot synthesis of novel imidazole-2-thione derivatives containing allomaltol fragment

A convenient method for the synthesis of novel imidazole-2-thione derivatives containing allomaltol fragment was elaborated. This approach includes one-pot multicomponent reaction of allomaltol, arylglyoxals, primary amines followed by addition of alkyl or aryl isothiocyanates. It was shown that the key intermediates of the studied process are substituted alpha-aminoketones and the corresponding imidazolidine-2-thione. The advantages of this synthesis are mild reaction conditions, atom economy, and easy workup procedure, which can avoid chromatographic purifications. The structures of an intermediate imidazolidine-2-thione and one of the final imidazole-2-thiones were determined by X-ray diffraction.

Automated summary

A convenient method for the synthesis of novel imidazole-2-thione derivatives containing allomaltol fragment was elaborated, showing that the key intermediates are substituted alpha-aminoketones and corresponding imidazolidine-2-thione. The synthesis offers advantages such as mild reaction conditions, atom economy, easy workup procedure, and avoidance of chromatographic purifications. The structures of important intermediates and final products were determined using X-ray diffraction.