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Reactions of 1-aryl- and 2,3-diaryl- 5-diazo-6,6-dimethyl-4-oxo-4,5,6,7-tetra- hydroindazoles with N-ethyl- and N-phenyl-substituted maleimides

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Chemistry of Heterocyclic Compounds Aims and scope

[3+2] Cyclocondensation reactions of a series of 1,3- and 2,3-disubstituted 5-diazo-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydroindazoles with N-ethyl- and N-phenyl-substituted maleimides have been used to obtain the corresponding 6,6-dimethyl-4,4',6'-trioxo-4,5,6,7-3',3'a,4',5',6',6'a-decahydrospiro-[indazole-5,3'-pyrrolo[3,4-c]pyrazoles]. On boiling these compounds in toluene nitrogen is split off and they are converted into 6',6'-dimethyl-2,4,4'-trioxo-4',5',6',7'-tetrahydro-1'H-spiro[3-azabicyclo-(3.1.0)hexane-6,5'-indazoles].

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Authors and Affiliations

  1. Riga Technical University, Riga, LV-1048, Latvia

    I. Strakova, M. Turks, E. Bizdena & A. Strakovs

  2. Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia

    S. Belyakov & A. Tokmakov

Authors
  1. I. Strakova
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  2. M. Turks
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  3. E. Bizdena
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  4. S. Belyakov
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  5. A. Tokmakov
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  6. A. Strakovs
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Correspondence to A. Strakovs.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 695-704, May, 2009.

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Strakova, I., Turks, M., Bizdena, E. et al. Reactions of 1-aryl- and 2,3-diaryl- 5-diazo-6,6-dimethyl-4-oxo-4,5,6,7-tetra- hydroindazoles with N-ethyl- and N-phenyl-substituted maleimides. Chem Heterocycl Comp 45, 545–553 (2009). https://doi.org/10.1007/s10593-009-0298-3

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  • DOI: https://doi.org/10.1007/s10593-009-0298-3

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