Abstract
1-R-3,3-Dimethylbenzo[i]-2-azaspiro[4.5]deca-1,6-dien-8-ones or 1-R-3,3-dimethylbenzo[i]-2-azaspiro[4.5]deca-1,7-dien-6-ones were synthesized by three-component condensation of 1- or 2-methoxynaphthalene, isobutyraldehyde (or isobutylene oxide), and nitrile RCN in concentrated sulfuric acid.
Similar content being viewed by others
References
V. A. Glushkov, O. G. Ausheva, S. N. Shurov, and Yu. V. Shklyaev, Izv. Akad. Nauk, Ser. Khim., 2002, 822 [Russ. Chem. Bull., Int. Ed., 2002, 51, 894].
S. Hirotani and E. Kaji, Tetrahedron, 1999, 55, 4255.
J. Boivin, M. Yousfi, and S. Z. Zard, Tetrahedron Lett., 1997, 38, 5985.
J. J. Sepiol, M. Gora, and M. K. Luczynski, Synlett, 2001, 1383.
I. A. Blair, L. N. Mander, and P. H. C. Mundill, Austr. J. Chem., 1981, 34, 1235.
S. Doi, N. Shirai, and Y. Sato, J. Chem. Soc., Perkin Trans. 1, 1997, 2217.
B. R. Copp, K. F. Fulton, N. B. Perry, J. W. Blunt, and M. H. G. Munro, J. Org. Chem., 1994, 59, 8233.
V. A. Glushkov, G. A. Postanogova, and Yu. V. Shklyaev, Khim. Geterotsikl. Soedin., 2000, 1559 [Chem. Heterocycl. Compd., 2000 (Engl. Transl.)].
V. A. Glushkov, O. G. Ausheva, S. N. Shurov, and Yu. V. Shklyaev, Izv. Akad. Nauk, Ser. Khim., 2001, 1571 [Russ. Chem. Bull., Int. Ed., 2001, 50, 1648].
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Nifontov, Y.V., Glushkov, V.A. & Shklyaev, Y.V. Spirocyclohexadienones. 7. Three-component condensation of 1- or 2-methoxynaphthalene with isobutyraldehyde and nitriles. Russian Chemical Bulletin 52, 437–440 (2003). https://doi.org/10.1023/A:1023479420744
Issue Date:
DOI: https://doi.org/10.1023/A:1023479420744