A straightforward synthesis of pyrroles from ketones and acetylene: A one-pot version of the Trofimov reaction

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Abstract

Alkyl-, aryl- and hetaryl ketones after a one-pot oximation and treatment with acetylene are converted to 2-mono- and 2,3-disubstituted NH- and N-vinylpyrroles with alkyl-, aryl- and hetaryl substituents in good yields. The oximation is effected using a NH2OH·HCl-NaHCO3 system at room temperature. The reaction with acetylene is carried out in the presence of the KOH/DMSO superbase at 100°C under atmospheric pressure. ©ARKAT.

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Schmidt, E. Y., Mikhaleva, A. I., Vasil’tsov, A. M., Zaitsev, A. B., & Zorina, N. V. (2005). A straightforward synthesis of pyrroles from ketones and acetylene: A one-pot version of the Trofimov reaction. Arkivoc, 2005(7), 11–17. https://doi.org/10.3998/ark.5550190.0006.702

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