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An Easy Synthesis of Pyranopyrimidines

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Summary.

The one-pot reaction of valerolactone with nitriles in the presence of triflic anhydride affords 2,4-disubstituted pyrano[2,3-d]pyrimidines. Subsequent addition of methyl thiocyanate leads to 2,4-bis(methylthio)pyranopyrimidines which can easily be converted into the corresponding methylsulfonyl derivatives. The reaction of these derivatives with different nucleophiles produces a variety of substituted pyranopyrimidines.

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Authors and Affiliations

  1. Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Complutense, Madrid, Spain

    Antonio Herrera, Roberto Martínez-Alvarez & Pedro Ramiro

  2. Department of Chemistry, California State University, Stanislaus, Turlock, CA, USA

    John Almy

Authors
  1. Antonio Herrera
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  2. Roberto Martínez-Alvarez
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  3. Pedro Ramiro
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  4. John Almy
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Correspondence to Roberto Martínez-Alvarez.

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Herrera, A., Martínez-Alvarez, R., Ramiro, P. et al. An Easy Synthesis of Pyranopyrimidines. Monatsh. Chem. 137, 1421–1430 (2006). https://doi.org/10.1007/s00706-006-0528-7

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  • DOI: https://doi.org/10.1007/s00706-006-0528-7

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