Three-component condensation of veratrole, isobutylene oxide, and aliphatic ω-chloronitriles via the Ritter reaction leads to 1-(ω-chloroalkyl)-6,7-dimethoxy-3,3-dimethyl-3,4-dihydroisoquinolines, the reduction of which with NaBH4 yields benzoannelated azabicyclo[m.n.0]alkanes. The synthesized compounds have been tested for hypotensive and antiaggregant activity.
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 43, No. 5, pp. 14 – 17, May, 2009.
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Glushkov, V.A., Stryapunina, O.G., Dolzhenko, A.V. et al. Synthesis and antiaggregant and hypotensive activity of benzo-annelated azabicyclo[m.n.0]alkanes. Pharm Chem J 43, 245–248 (2009). https://doi.org/10.1007/s11094-009-0284-1
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DOI: https://doi.org/10.1007/s11094-009-0284-1