The three-component reaction of 4-phenyl-, p-methoxyphenyl-, and thienylpyrrolo[1,2-a][1,4]benzo-diazepines with methyl propiolate and indole in dichloromethane proceeds through opening of the diazepine ring. The major transformation products isolated are substituted pyrroles, namely, 1-(2-aminomethylphenyl)-5-(arylmethyl)-2-(indol-1(3)-yl)pyrroles and 1-(2-aminomethylphenyl)-2-aryl-(indol-3-yl)-methylpyrroles.
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This work was carried out with the support of the Russian Foundation for Basic Research (grants 11-03-00164 and 13-03-09431 Ukrfa) and the Grants Council of the President of the Russian Federation (grant MK-182.2012.03).
The authors express their gratitude to Shared Research and Educational Center of the People’s Friendship University of Russia (SREC PFUR) for taking the 1H NMR spectra.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1925-1935, December, 2013.
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Voskressensky, L.G., Borisova, T.N., Babakhanova, M.I. et al. Transformation of 4-Substituted Tetrahydro-Pyrrolobenzodiazepines in a Three-Component Reaction With Methyl Propiolate and Indole. Chem Heterocycl Comp 49, 1785–1794 (2014). https://doi.org/10.1007/s10593-014-1431-5
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DOI: https://doi.org/10.1007/s10593-014-1431-5