Journals / Turkish Journal of Chemistry / 2013 / Cilt: 37 - Sayı: 5

Synthesis of 3,4-diaryl-1-phenyl-4,5-dihydro-1H -pyrazole-5-carbonitriles via 1,3-dipolar cycloaddition reactions

Synthesis of 3,4-diaryl-1-phenyl-4,5-dihydro-1H-pyrazole-5-carbonitriles via 1,3-dipolar cycloaddition reactions

Pages
853–857
DOI
—

Abstract

Nitrile imines generated by the oxidative dehydrogenation of aromatic aldehyde phenylhydrazones with chloramine-T as a catalytic dehydrogenating agent were trapped in situ by 4-methoxy cinnamonitrile to afford 3,4-diaryl-1-phenyl-4,5-dihydro-1H-pyrazole-5-carbonitrile in moderate to good yields. The structures of the cycloadducts were confirmed by spectral studies and elemental analysis.

Özet

Nitrile imines generated by the oxidative dehydrogenation of aromatic aldehyde phenylhydrazones with chloramine-T as a catalytic dehydrogenating agent were trapped in situ by 4-methoxy cinnamonitrile to afford 3,4-diaryl-1-phenyl-4,5-dihydro-1H-pyrazole-5-carbonitrile in moderate to good yields. The structures of the cycloadducts were confirmed by spectral studies and elemental analysis.

Keywords: Pyrazoles, nitrile imines, chloramine-T, dipolar, cycloaddition