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Synthesis of benzo[a]furo[2,3-g]quinolinzines from 2-methyl-2-cinnamoyloxirane

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Stereoisomeric le-allyl-3-hydroxy-3-methyl-6e-phenyl-4-piperidones were obtained by reaction of 2-methyl-2-cinnamoyloxirane with allylamine. Their PO-olefinization and subsequent heating in 96% H2SO4 leads to 3a,4,6,7,11b,12-hexahydro-3a,7-dimethyl-2-oxobenzo[a]furo[2,3-g]quinolizines.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1269–1272, September, 1989.

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Pshenichnyi, G.V., Chakhovskii, A.I., Melentovich, L.A. et al. Synthesis of benzo[a]furo[2,3-g]quinolinzines from 2-methyl-2-cinnamoyloxirane. Chem Heterocycl Compd 25, 1062–1065 (1989). https://doi.org/10.1007/BF00487312

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  • DOI: https://doi.org/10.1007/BF00487312

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