An unusual Michael addition of 3,3-dimethoxypropanenitrile to 2-aryl acrylates: a convenient route to 4-unsubstituted 5,6-dihydropyrido[2,3-d]pyrimidines.

@article{Berzosa2010AnUM,
  title={An unusual Michael addition of 3,3-dimethoxypropanenitrile to 2-aryl acrylates: a convenient route to 4-unsubstituted 5,6-dihydropyrido[2,3-d]pyrimidines.},
  author={Xavier Berzosa and Xavier Bellatriu and J. Teixid{\'o} and J. Borrell},
  journal={The Journal of organic chemistry},
  year={2010},
  volume={75 2},
  pages={
          487-90
        }
}
  • Xavier Berzosa, Xavier Bellatriu, +1 author J. Borrell
  • Published 2010
  • Medicine, Chemistry
  • The Journal of organic chemistry
  • An unusual Michael addition between 2-aryl-substituted acrylates and 3,3-dimethoxypropanenitrile which leads, depending on the reaction temperature (60 or -78 degrees C, respectively), to a 4-methoxymethylene-substituted 4-cyanobutyric ester or to a 4-dimethoxymethyl 4-cyanobutyric ester is described. These compounds can be subsequently converted to 4-unsubstituted pyrido[2,3-d]pyrimidines upon treatment with a guanidine system under microwave irradiation. 
    18 Citations

    Topics from this paper

    A diversity-oriented synthesis of 3-(2-amino-1,6-dihydro-6-oxo-pyrimidin-5-yl)propanoic esters
    • 1