Beilstein Journal of Organic Chemistry (Apr 2019)

Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction

  • Razieh Navari,
  • Saeed Balalaie,
  • Saber Mehrparvar,
  • Fatemeh Darvish,
  • Frank Rominger,
  • Fatima Hamdan,
  • Sattar Mirzaie

DOI
https://doi.org/10.3762/bjoc.15.85
Journal volume & issue
Vol. 15, no. 1
pp. 874 – 880

Abstract

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An efficient approach for the synthesis of pyrazolopyridines containing the aminochromane motif through a base-catalyzed cyclization reaction is reported. The synthesis was carried out through a three-component reaction of (arylhydrazono)methyl-4H-chromen-4-one, malononitrile, primary amines in the presence of Et3N at room temperature. However, carrying out the reaction under the same conditions without base led to a fused chromanyl-cyanopyridine. High selectivity, high atom economy, and good to high yields in addition to mild reaction conditions are the advantages of this approach.

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