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Reactions of nitrogenous derivatives of substituted salicylaldehydes with cyclic ketones and enamines

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Abstract

The reactions of aminals, the Mannich bases, and azomethines derived from substituted salicylaldehydes were studied. Derivatives of tetrahydrocyclopenta[b]- and hexahydrocyclohepta[b]chromenes and substituted 2,2"-spirobichromenes were prepared from aminals, and substituted hexahydroxanthenes were synthesized from the Mannich bases. Azomethine derivatives of 5-nitrosalicylaldehyde and aliphatic amines react with cyclohexanone to form 4a-amino-7-nitro-2,3,4,4a-tetrahydro-1H-xanthenes. 4a-Morpholino-7-nitro-9-phenylethynyl-1,2,3,4,9,9a-hexahydroxanthene was studied by X-ray diffraction analysis.

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References

  1. L. Yu. Ukhin, V. A. Kharlanov, E. V. Solomovich, and O. V. Shishkin, Izv. Akad. Nauk, Ser. Khim., 1999, 959 [Russ. Chem. Bull., 1999, 48, 949 (Engl. Transl.)].

  2. V. I. Sokolov, Vvedenie v teoreticheskuyu stereokhimiyu [Introduction into Theoretical Stereochemistry], Nauka, Moscow, 1979, 69 (in Russian).

    Google Scholar 

  3. L. Yu. Ukhin, L. V. Belousova, and Zh. I. Orlova, Tez. dokl. II Natsional´noi kristallokhimicheskoi konf. [Abstrs. II National Crystallochemical Conf.], Chernogolovka, 1998, 4-6 (in Russian); L. Yu. Ukhin, L. V. Belousova, Zh. I. Orlova, S. V. Shishkin, and O. V. Shishkina, [Introduction into Theoretical Stereochemistry], Nauka, Moscow, 1979, 69 (in Russian), 4-55 (in Russian).

  4. N. E. Shelepin, L. E. Nivorozhkin, G. N. Dorofeenko, and V. I. Minkin, Khim. Geterotsikl. Soedin., 1970, 1313 [Chem. Heterocycl. Compd., 1970, 6 (Engl. Transl.)].

  5. V. N. Komissarov, V. A. Kharlanov, L. Yu. Ukhin, E. Yu. Bulgarevich, and V. I. Minkin, Zh. Org. Khim., 1992, 28, 513 [Russ. J. Org. Chem., 1992, 28 (Engl. Transl.)].

    Google Scholar 

  6. V. N. Komissarov, L. Yu. Ukhin, V. A. Kharlanov, V. A. Lokshin, E. Yu. Bulgarevich, V. I. Minkin, O. S. Filipenko, M. A. Novozhilova, S. M. Aldoshin, and L. O. Atovmyan, Izv. Akad. Nauk, Ser. Khim., 1992, 2389 [Bull. Russ. Acad. Sci., Div. Chem. Sci., 1992, 41, 1875 (Engl. Transl.)].

    Google Scholar 

  7. M. Von Strandtman, M. P. Cohen, and J. Shavel, J. Heterocycl. Chem., 1970, 7, 1311.

    Google Scholar 

  8. Yu. V. Zefirov and P. M. Zorkii, Usp. Khim., 1989, 58, 713 [Russ. Chem. Rev., 1989, 58 (Engl. Transl.)].

    Google Scholar 

  9. H. B. Burgi and J. D. Dunitz, Structure Correlation, VCH, Weinheim, 1994, 2, 741.

    Google Scholar 

  10. A. T. Gordon and R. A. Ford, The Chemist´s Companion. A Handbook of Practical Data, Techniques and References, Wiley Interscience, New York-London-Sydney-Toronto, 1972.

    Google Scholar 

  11. L. Yu. Ukhin, Zh. I. Orlova, S. V. Lindeman, V. N. Khrustalev, and Yu. T. Struchkov, Izv. Akad. Nauk, Ser. Khim., 1995, 940 [Russ. Chem. Bull., 1995, 44, 913 (Engl. Transl.)].

  12. L. Yu. Ukhin and Zh. I. Orlova, Tez. dokl. IV Vseros. seminara po magnitnomu rezonansu [Abstrs. IV All-Russian Seminar on Magnetic Resonance], Rostov-na-Donu, 1998, 58 (in Russian).

  13. L. A. Paquette and H. Stucki, J. Org. Chem., 1966, 31, 1232.

    Google Scholar 

  14. Organikum, VEB Deutscher Verlag der Wissenschaften, Berlin, 1976.

  15. V. I. Minkin, Yu. A. Zhdanov, I. D. Sadekov, and A. D. Garnovskii, in Azometiny-stroenie, svoistva, primenenie [Azomethines: Structure, Properties, and Application], Izd-vo Rostov. Gos. Univ., Rostov-na-Donu, 1967, 155 (in Russian).

    Google Scholar 

  16. L. Yu. Ukhin, V. N. Komissarov, S. V. Lindeman, V. N. Khrustalev, and Yu. T. Struchkov, Izv. Akad. Nauk, Ser. Khim., 1994, 455 [Russ. Chem. Bull., 1994, 43, 413 (Engl. Transl.)].

  17. R. P. Bell, The Proton in Chemistry, Chapman and Hall, London, 1972.

    Google Scholar 

  18. G. M. Sheldrick, SHELXTL PLUS. PC Version. A System of Computer Programs for the Determination of Crystal Structure from X-ray Diffraction Data, Rev. 5.02, Siemens Analytical X-ray Instruments Inc., Göttingen (Germany), 1994.

    Google Scholar 

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Ukhin, L.Y., Belousova, L.V., Orlova, Z.I. et al. Reactions of nitrogenous derivatives of substituted salicylaldehydes with cyclic ketones and enamines. Russian Chemical Bulletin 51, 1262–1269 (2002). https://doi.org/10.1023/A:1020956614588

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  • DOI: https://doi.org/10.1023/A:1020956614588

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