Thermal electron-transfer-induced oxidation of 2-pyrazolines.

Mol Divers

Department of Chemistry, University of Isfahan, Isfahan, 81746-73441, Islamic Republic of Iran.

Published: November 2019

Various 3,5-diaryl-1-phenyl-2-pyrazolines were synthesized, and their thermal oxidation to their corresponding 2-pyrazoles was investigated using tetrabutylammonium peroxydisulfate in acetonitrile solution. Compared to the reported oxidative methods, this oxidizing agent provides a clean and non-expensive oxidative reaction in a short reaction time. Based on the proposed reaction mechanism, the extent of co-planarity of the C-aryl ring toward C=N double bond of the heterocyclic ring affects the electron-donating ability of the heterocyclic ring and decreases the time of oxidative reaction. The experimental results are supported by cyclic voltammetric measurements.

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http://dx.doi.org/10.1007/s11030-019-09922-xDOI Listing

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