Abstract
Simplest derivatives of the cotarnine alkaloid, like cotarnone and 1,2-dihydrocotarnine, undergo electrophilic Einhorn acylamidomethylation (with 60–95% yield) and sulfochlorination with chlorosulfonic acid at position 5. At the same time cotarnone and its derivatives undergo additional O-protodemethylation. Using these and some other reactions, we synthesized a number of previously unknown derivatives of two substrates with 5-chloroacetamidomethyl, 5-arylaminomethyl, 5-aminomethyl and 5-sulfamide groups.
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Notes
1 Hereinafter, the numbers with a dash denote the protons of the aryl substituent.
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Kartsev, V.G., Zubenko, A.A., Divaeva, L.N. et al. New Structural Modifications of Cotarnine Alkaloid Derivatives: Cotarnone and Dihydrocotarnine. Russ J Gen Chem 90, 238–243 (2020). https://doi.org/10.1134/S1070363220020127
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DOI: https://doi.org/10.1134/S1070363220020127