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Synthesis of 7- (or 6-)hydroxy derivatives of 3,3-dimethyl-3,4-dihydroisoquinoline

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Chemistry of Heterocyclic Compounds Aims and scope

When treated with cyanoacetic ester in conc. H2SO4 1-(4-hydroxy-3-methoxyphenyl)- and 1-(3-hydroxy-4-methoxyphenyl)-2-methylpropan-1-ol form ethyl 7-hydroxy-6-methoxy-3,3-dimethyl(or 6-hydroxy-7-methoxy- 3,3-dimethyl)-1,2,3,4-tetrahydroisoquinolylidene-1-acetate.

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References

  1. A. P. Orekhov, Chemistry of Alkaloids [in Russian], Moscow (1955), p. 859.

  2. W. J. Gensler, in: R. Elderfield (editor), Heterocyclic Compounds [Russian translation], vol. 4, Inostr. Lit., Moscow (1955), p. 264.

    Google Scholar 

  3. W. M. Whaley and T. R. Govindachari in: Organic Reactions [Russian translation], vol 6, Inostr. Lit., Moscow (1953), p. 98.

    Google Scholar 

  4. W. J. Gensler in: Organic Reactions [Russian translation], vol. 6, Inostr. Lit, Moscow (1953), p. 218.

    Google Scholar 

  5. P. A. Klare in: D. Barton and W. D. Ollis (editors), Comprehensive Organic Chemistry, [Russian translation], vol. 8, Khimiya, Moscow (1985), p. 255.

    Google Scholar 

  6. M. Shamma, The Isoquinoline Alkaloids, Academic Press, New York (1972).

    Google Scholar 

  7. M. Shamma and J. L. Moniot, Isoquinoline Alkaloids Research 1972-1977, Plenum Press, New York, London (1978), 426 p.

    Google Scholar 

  8. A. A. Semenov, Outline of the Chemistry of Natural Compounds [in Russian], Nauka, Novosibirsk (2000), 664 p.

    Google Scholar 

  9. T. J. N. Watson, J. Org. Chem., 63, 406 (1998).

    Article  CAS  Google Scholar 

  10. Mikio Ogawa, Yoshikazu Takaoka, and Akira Ohhata, US Pat. 6956033; www.freepatentsonline.com/6956033.html

  11. V. S. Shklyaev, B. B. Aleksandrov, G. I. Legotkina, M. S. Gavrilov, M. I. Vakhrin, and A. G. Mikhailovskii, Khim. Geterotsikl. Soedin., 1560 (1983). [Chem. Heterocycl. Comp., 19, 1242 (1983)].

    Google Scholar 

  12. Yu. V. Shklyaev and Yu. V. Nifontov, Izv. Akad. Nauk, Ser. Khim., 780 (2002).

  13. Yu. S. Rozhkova, Dissertation Cand. Chem. Sci., Perm (2006).

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Authors and Affiliations

  1. Institute of Technical Chemistry, Ural Branch of the Russian Academy of Sciences, Perm, 614013, Russia

    Yu. V. Shklyaev, T. S Vshivkova & A. G. Tolstikov

Authors
  1. Yu. V. Shklyaev
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  2. T. S Vshivkova
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  3. A. G. Tolstikov
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Correspondence to Yu. V. Shklyaev.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 421-425, March, 2009.

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Shklyaev, Y.V., Vshivkova, T.S. & Tolstikov, A.G. Synthesis of 7- (or 6-)hydroxy derivatives of 3,3-dimethyl-3,4-dihydroisoquinoline. Chem Heterocycl Comp 45, 341–344 (2009). https://doi.org/10.1007/s10593-009-0268-9

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  • DOI: https://doi.org/10.1007/s10593-009-0268-9

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