Russian Journal of Organic Chemistry

, Volume 46, Issue 1, pp 113–116 | Cite as

Three-component condensation of o- and p-methoxytoluenes with isobutyraldehyde and α-substituted benzyl cyanides. Synthetic approach to analogs of natural alkaloids

  • Yu. V. Shklyaev
  • M. A. El’tsov
  • O. A. Maiorova


Three-component condensation of o(p)-methoxytoluene with isobutyraldehyde and α-substiituted benzyl cyanides gave 8-acetyl-3,6,6-trimethyl-5,6,7,12b-tetrahydrodibenzo[d,f]indol-2(1H)-one or 8-acetyl- 1,6,6-trimethyl-3,4,5,6,7,12b-hexahydrodibenzo[d,f]indol-3-one. Analogous reaction of p-methoxytoluene with isobutyraldehyde and 1-phenylcyclopentane-1-carbonitrile afforded 1’,6,6-trimethyl-3,4,5,6,7,12b-hexahy- drospiro[cyclopentane-1’,8-dibenzo[d,f]indol]-3-ones.


Vinyl Ether Isobutyraldehyde Benzyl Cyanide Dihydropyrrole Morphinane Alkaloid 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


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Copyright information

© Pleiades Publishing, Ltd. 2010

Authors and Affiliations

  • Yu. V. Shklyaev
    • 1
  • M. A. El’tsov
    • 1
  • O. A. Maiorova
    • 1
  1. 1.Institute of Technical Chemistry, Ural DivisionRussian Academy of SciencesPermRussia

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