Collect. Czech. Chem. Commun.
2009, 74, 1403-1410
https://doi.org/10.1135/cccc2009018
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
Abstract
The reaction of 2-(aminomethyl)benzimidazole (1) with chalcones 2a–2e leads to formation of 3,5-diaryl-2-benzimidazol-2-yl-4,5-dihydropyrroles 3a–3e. The trans orientation of benzimidazol-2-yl and 3-aryl substituents in 3a–3e 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.