N-(2-Azido-5-nitrobenzylidene)-3,5-di-tert-butyl-4-hydroxyaniline (3a) and N-(2-azido-5-nitrobenzilidene) aniline (3b), when heated in dimethylformamide yielded 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-5-nitroindazole (4a) and 2-phenyl-5-nitroindazole (4b), respectively. The structure of4b was confirmed by X-ray analysis. A stable phenoxyl radical was shown to originate from the oxidation of4a with lead (IV) dioxide.

2-(3,5-di-tert-butyl-4-hydroxyphenyl)-5-nitroindazole is a stable, oxidatively stable compound with potential applications in organic synthesis and catalysis.

Paper

Synthesis and properties of 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-5-nitroindazole

References

Citations