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Transformation of 1,2,3,7a-tetrahydroimidazo[1,2-b]isoxazole derivatives into isoxazoles

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Abstract

The reactions of 1,2,3,7a-tetrahydroimidazo[1,2-b]isoxazole derivatives with electrophilic reagents, such as protic acids, benzoyl chloride, BF3, and bromine, produce isoxazole, 2,2,3,3-tetramethylaziridine, and 2,3,3-trimethylpropen-2-ylamine derivatives.

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References

  1. S. A. Popov, N. V. Chukanov, G. V. Romanenko, T. V. Rybalova, Y. V. Gatilov, and V. A. Reznikov, J. Heterocycl. Chem., 2006, 43, 277.

    Article  CAS  Google Scholar 

  2. S. P. Ashburn and R. M. Coates, J. Org. Chem., 1985, 50, 3076.

    Article  CAS  Google Scholar 

  3. S. A. Popov, R. V. Andreev, G. V. Romanenko, V. I. Ovcharenko, and V. A. Reznikov, J. Mol. Struct., 2004, 697, 49.

    Article  CAS  Google Scholar 

  4. T. N. Grigorova, K. A. Ogloblin, and M. I. Komendantov, Zh. Org. Khim., 1972, 8, 2197 [J. Org. Chem. USSR, 1972, 8, 2242 (Engl. Transl.)].

    CAS  Google Scholar 

  5. A. McKillop and R. J. Kobylecki, Tetrahedron, 1974, 30, 1365.

    Article  CAS  Google Scholar 

  6. R. R. Sauers, L. M. Hadel, A. A. Scimone, and T. A. Stevenson, J. Org. Chem., 1990, 55, 4011.

    Article  CAS  Google Scholar 

  7. A. Hassner, G. J. Matthews, and F. W. Fowler, J. Am. Chem. Soc., 1969, 91, 5046.

    Article  CAS  Google Scholar 

  8. C. Lillocci, J. Org. Chem., 1988, 53, 1733.

    Article  CAS  Google Scholar 

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Correspondence to N. V. Chukanov.

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Dedicated to the memory of Academician N. N. Vorozhtsov on the 100th anniversary of his birth.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1182–1187, June, 2007.

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Chukanov, N.V., Popov, S.A., Romanenko, G.V. et al. Transformation of 1,2,3,7a-tetrahydroimidazo[1,2-b]isoxazole derivatives into isoxazoles. Russ Chem Bull 56, 1227–1233 (2007). https://doi.org/10.1007/s11172-007-0185-y

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  • DOI: https://doi.org/10.1007/s11172-007-0185-y

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