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Synthesis of pyrrolo[1,2-a][1,6]benzodiazonines from pyrrolo[1,2-a][1,4]benzodiazepines and alkynes containing electron-acceptor substituents

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Chemistry of Heterocyclic Compounds Aims and scope

It has been established that the reaction of pyrrolo[1,2-a][1,4]benzodiazepines with activated alkynes gives pyrrolo[1,2-a][1,6]benzodiazonines as the products of diazepine ring expansion. In the case of pyrrolo[1,2-a][1,4]benzodiazepine, substituted with formyl group at the pyrrole ring, both expansion and cleavage of the diazepine fragment can occur.

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This work was carried out within the scope of the Presidential grant in support of young Russian scientists (MK-182.2012.3). The authors thank the Collective Use Center of the Peoples’ Friendship University of Russia for help with recording the 1H NMR spectra.

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Correspondence to L. G. Voskressensky.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1098-1107, July, 2013.

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Voskressensky, L.G., Borisova, T.N., Babakhanova, M.I. et al. Synthesis of pyrrolo[1,2-a][1,6]benzodiazonines from pyrrolo[1,2-a][1,4]benzodiazepines and alkynes containing electron-acceptor substituents. Chem Heterocycl Comp 49, 1024–1032 (2013). https://doi.org/10.1007/s10593-013-1340-z

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  • DOI: https://doi.org/10.1007/s10593-013-1340-z

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