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Quantum-chemical study of the regioselectivity in S NH reactions of some 3-nitro-1,5-naphthyridines with chloromethyl phenyl sulfone

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Abstract

Quantum-chemical calculations of geometries and the heats of formation of the intermediate σ-adducts in the reaction of 3-nitro-1,5-naphthyridine and its 2-substituted derivatives with the carbanion of the chloromethyl phenyl sulfone have been investigated by the PM3 method. The calculations confirm the experimentally observed regioselectivity of the studied reactions.

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References

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Authors and Affiliations

  1. Institute of Organic Chemistry and Technology, Cracow University of Technology, PL-31155, Krakow, Poland

    M. Grzegozek & B. Szpakiewicz

Authors
  1. M. Grzegozek
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  2. B. Szpakiewicz
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Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1845–1849, December, 2005.

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Grzegozek, M., Szpakiewicz, B. Quantum-chemical study of the regioselectivity in S NH reactions of some 3-nitro-1,5-naphthyridines with chloromethyl phenyl sulfone. Chem Heterocycl Compd 41, 1521–1524 (2005). https://doi.org/10.1007/s10593-006-0030-5

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  • DOI: https://doi.org/10.1007/s10593-006-0030-5

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