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Reaction of enamino pyrrolidide and piperidide of 2,2-dimethyl-1,2,3,4-tetrahydrobenz[f]isoquinoline series with ninhydrin

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Chemistry of Heterocyclic Compounds Aims and scope

Interaction of (4Z)-2,2-dimethyl-4-(2-oxo-2-pyrrolidin-1-ylethylidene)-1,2,3,4-tetrahydrobenz[f]isoquinoline with ninhydrin leads to annulation of an indeno[1,2-b]pyrrole ring. An analogous product is formed by replacing of the pyrrolidine ring with the piperidine ring. Further heating of the obtained glycol in the presence of AcOH leads to rearrangement with the formation of benz[f]isochromeno-[4',3':4,5]pyrrolo[2,1-a]isoquinoline hexacyclic system.

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Authors and Affiliations

  1. Perm State Pharmaceutical Academy, 2 Polevaya St., Perm, 614990, Russia

    Alexander G. Mikhailovskii, Alexey S. Yusov & Oksana V. Gashkova

  2. Peoples’ Friendship University of Russia, 6 Miklukho-Maklaya St., Moscow, 142432, Russia

    Denis V. Korchagin

Authors
  1. Alexander G. Mikhailovskii
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  2. Denis V. Korchagin
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  3. Alexey S. Yusov
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  4. Oksana V. Gashkova
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Correspondence to Alexander G. Mikhailovskii.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(10), 852–854

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Mikhailovskii, A.G., Korchagin, D.V., Yusov, A.S. et al. Reaction of enamino pyrrolidide and piperidide of 2,2-dimethyl-1,2,3,4-tetrahydrobenz[f]isoquinoline series with ninhydrin. Chem Heterocycl Comp 52, 852–854 (2016). https://doi.org/10.1007/s10593-016-1977-5

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  • DOI: https://doi.org/10.1007/s10593-016-1977-5

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