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Synthesis of new 3H-pyrrole derivatives from 3-aryl-2-oxa-7-azaspiro[4.4]nona-3,6,8-trienes

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Abstract

8-Amino-3-aryl-1-imino-4-methyl-6-(morpholin-4-yl)-2-oxa-7-azaspiro[4.4]nona-3,6,8-triene-9-carbonitriles reacted with acetic anhydride to give different products, depending on the solvent. The reaction in tetrahydrofuran gave the corresponding N-acyl derivatives at the imino group, whereas in pyridine 5-amino-2-morpholin-4-yl-3-(1-aryl-1-oxopropan-2-yl)-3H-pyrrole-3,4-dicarbonitriles were formed as a result of opening of the furan ring.

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Authors and Affiliations

  1. I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015, Russia

    M. Yu. Belikov, I. V. Belikova, O. V. Ershov, S. V. Fedoseev & O. E. Nasakin

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  1. M. Yu. Belikov
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  2. I. V. Belikova
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  3. O. V. Ershov
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  4. S. V. Fedoseev
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  5. O. E. Nasakin
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Correspondence to M. Yu. Belikov.

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Original Russian Text © M.Yu. Belikov, I.V. Belikova, O.V. Ershov, S.V. Fedoseev, O.E. Nasakin, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 9, pp. 1324–1327.

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Belikov, M.Y., Belikova, I.V., Ershov, O.V. et al. Synthesis of new 3H-pyrrole derivatives from 3-aryl-2-oxa-7-azaspiro[4.4]nona-3,6,8-trienes. Russ J Org Chem 52, 1312–1315 (2016). https://doi.org/10.1134/S1070428016090104

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  • DOI: https://doi.org/10.1134/S1070428016090104

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