115819-45-9Relevant academic research and scientific papers
THE THERMAL REARRNGEMENT OF 2-ARYL-1-CYANOINDAZOL-3-ONES
Bird, C. W.,Kapili, M.
, p. 4621 - 4624 (2007/10/02)
A range of 2-aryl-1-cyanoindazol-3-ones has been prepared and their thermal rearrangement to the corresponding benzimidazoquinazolones investigated.Quantitative studies using differential scanning calorimetry have provided rates, energies and entropies of activation.The rates of rearrangement of the 2-(p-substituted-phenyl) compounds are shown to be correlated by the Hammett relationship using ?+ rather than ? substituent constants.In the case of the 2-(2,6-dimethylphenyl) and 2-(2,4,6-trimethylphenyl) compounds rearrangement is accompanied by sigmatropic shifts of the obstructing methyl groups.
