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Synthesis of substituted 2-(thiophen-2-yl)-1H-imidazol-1-ols

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Abstract

Substituted 2-(thiophen-2-yl)-1H-imidazol-1-ols were synthesized by cyclization of the corresponding α-thienyl nitrones in alkaline medium. α-Thienyl nitrones were obtained by reaction of N-(1-hydroxyimine-1-R-propan-2-yl)hydroxylamines with thiophene-2-carbaldehyde in methanol. At boiling α-thienyl nitrones in methanol in the presence of sodium methylate 5-aryl(hetaryl)-2-(thiophen-2-yl)-1H-imidazol-1-ols are formed chemoselectively.

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Authors and Affiliations

  1. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090, Russia

    I. A. Os’kina & A. Ya. Tikhonov

Authors
  1. I. A. Os’kina
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  2. A. Ya. Tikhonov
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Correspondence to I. A. Os’kina.

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Original Russian Text © I.А. Os’kina, А.Ya. Tikhonov, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 2, pp. 242–245.

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Os’kina, I.A., Tikhonov, A.Y. Synthesis of substituted 2-(thiophen-2-yl)-1H-imidazol-1-ols. Russ J Org Chem 53, 236–239 (2017). https://doi.org/10.1134/S1070428017020166

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  • DOI: https://doi.org/10.1134/S1070428017020166

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