An Unexpected Catalytic Synthesis of Novel and Known Bis(Pyrazolyl) Methanes by the use of α-aryl-N-phenyl Nitrones in Aqueous Media

Author:

Eskandari Khalil1,Karami Bahador1,Khodabakhshi Saeed2

Affiliation:

1. Department of Chemistry, Yasouj University, P.O. Box 353, Yasouj, 75918-74831, Iran

2. Nanotechnology Research Center, Research Institute of Petroleum Industry, Tehran, Iran

Abstract

Reaction of-aryl- N-phenyl nitrones with 3-methyl-1-phenyl-2-pyrazoline-5-one in the presence of a catalytic amount of silica tungstic acid in EtOH/H2O afforded, unexpectedly, high yields of bis(3-hydroxy-1-phenylpyrazolyl)-arylmethanes instead of the two possible 1,3-addition products. This is the first report of the synthesis of bis(3-hydroxy-1-phenylpyrazolyl)-arylmethanes via the reaction of nitrones and a pyrazolin-5-one. A possible mechanism for the process is suggested.

Publisher

SAGE Publications

Subject

General Chemistry

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