Abstract
It is shown that C, N, and O nucleophiles smoothly cleave the hydrogenated ring of quaternized tetrahydro-γ-carbolines to give isotryptamine derivatives with a CH2Z substituent in the 3 position (Z = Me, Ph, CN, OEt, piperidino, and morpholino). The principles of the mass-spectral fragmentation of the synthesized compounds as a function of the character of the substituent attached to the methylene group in the 3 position were established.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1072–1078, August, 1981.
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Yurovskaya, M.A., Rodionov, I.L. Reaction of methiodides of 1,2,3,4-tetrahydro-γ-carbolines with nucleophilic agents. Chem Heterocycl Compd 17, 794–800 (1981). https://doi.org/10.1007/BF00503661
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DOI: https://doi.org/10.1007/BF00503661