Stereoselective Thermal Isomerization of Bis(spiropyrazolone)cyclopropanes into (4Z)-4-[(Pyrazol-4-yl)methylene]pyrazolones

Abstract

Thermal isomerization of bis(spiropyrazolone)cyclopropanes in DMSO at 100 °C results in highly efficient formation of the corresponding 4-[(pyrazol-4-yl)methylene]pyrazolones in 90–98% yields after only five minutes. NMR and single-crystal X-ray diffraction analysis indicate stereoselective formation of the Z-isomers.

Key words

isomerization - ring opening - spiro compounds - cyclopropane - pyrazolone

• References


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