Regiospecific synthesis of 6-aryl-3-cyano-5-alkylamino/arylamino-1-p-tolyl-1H-pyrazolo[4,3-d]pyrimi din-7(6H)-ones via iminophosphorane-mediated annulation - Archive ouverte HAL
Article Dans Une Revue Tetrahedron Année : 2010

Regiospecific synthesis of 6-aryl-3-cyano-5-alkylamino/arylamino-1-p-tolyl-1H-pyrazolo[4,3-d]pyrimi din-7(6H)-ones via iminophosphorane-mediated annulation

Ming-Hu Wu
  • Fonction : Auteur
Ji-Huan Hu
  • Fonction : Auteur
Dong-Sheng Shen
  • Fonction : Auteur
Haibing Guo
  • Fonction : Auteur

Résumé

An efficient and straightforward approach to the synthesis of 6-aryl-3-cyano-5-alkylamino-1-p-tolyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)- ones 8 has been developed from the readily commercially available starting materials 4-methylaniline and malononitrile in five steps. The key to the pyrazolo[4, 3-d]pyrimidin-7(6H)-ones relies on an iminophosphorane-mediated annulation, followed by a nucleophilic addition with amines. The structures of the title compounds are clearly characterized by IR, (1)H NMR, MS, elemental analysis or X-ray diffraction crystallography. Published by Elsevier Ltd.

Domaines

Chimie

Dates et versions

hal-01460304 , version 1 (07-02-2017)

Identifiants

Citer

Ming-Hu Wu, Ji-Huan Hu, Dong-Sheng Shen, Paul Brémond, Haibing Guo. Regiospecific synthesis of 6-aryl-3-cyano-5-alkylamino/arylamino-1-p-tolyl-1H-pyrazolo[4,3-d]pyrimi din-7(6H)-ones via iminophosphorane-mediated annulation. Tetrahedron, 2010, 66 (27-28), pp.5112--5120. ⟨10.1016/j.tet.2010.04.114⟩. ⟨hal-01460304⟩
17 Consultations
0 Téléchargements

Altmetric

Partager

More