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Synlett 2013; 24(7): 827-830
DOI: 10.1055/s-0032-1318456
DOI: 10.1055/s-0032-1318456
letter
Stereoselective Thermal Isomerization of Bis(spiropyrazolone)cyclopropanes into (4Z)-4-[(Pyrazol-4-yl)methylene]pyrazolones
Further Information
Publication History
Received: 30 January 2013
Accepted after revision: 22 February 2013
Publication Date:
14 March 2013 (online)
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.
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