Collect. Czech. Chem. Commun. 2009, 74, 1403-1410
Published online 2009-09-18 22:37:04

Unusual reaction of 2-(aminomethyl)benzimidazole with chalcones: Synthesis of new aryl-substituted pyrrolines

Valery A. Borovskoy*, Sergey A. Komykhov, Vladimir I. Musatov, Svetlana V. Shishkina, Oleg V. Shishkin and Sergey M. Desenko

Scientific and Technological Corporation “Institute for Single Crystals”, National Academy of Science of Ukraine, Lenin Ave. 60, 61001 Kharkov, Ukraine


The reaction of 2-(aminomethyl)benzimidazole (1) with chalcones 2a2e leads to formation of 3,5-diaryl-2-benzimidazol-2-yl-4,5-dihydropyrroles 3a3e. The trans orientation of benzimidazol-2-yl and 3-aryl substituents in 3a3e was established by X-ray analysis of 3e.

Keywords: Nitrogen heterocycles; Nucleophilic addition; Structure elucidation; NMR spectroscopy; Mass spectrometry; X-Ray diffraction.

References: 6 live references.