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Mechanism of the reduction of the alkaloids ofHaplophyllum at a dropping mercury electrode

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Summary

1. The furanoquinoline alkaloids skimmianine, haploperine, and γ-fagarine are reduced at a dropping mercury electrode in 0.1 N (C2H5)4NI and (C2H5)4NOH in 80% ethanol forming tetrahydro or hexahydro derivatives according to the potential of the electrode.

2. Carbostyryl and N-methylcarbostyryl are reduced under the same conditions to the corresponding dihydro derivatives.

3. The proposed mechanism for the electrode processes is confirmed by a comparison of the UV and IR spectra of the substances before and after their electrolysis at a controlled potential with the spectra of synthetic compounds.

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Khimiya Prirodnykh Soedinenii, Vol. 3, No. 4, pp. 253–257, 1967

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Dobronravova, E.K., Markman, A.L. Mechanism of the reduction of the alkaloids ofHaplophyllum at a dropping mercury electrode. Chem Nat Compd 3, 212–214 (1967). https://doi.org/10.1007/BF00564118

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  • DOI: https://doi.org/10.1007/BF00564118

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