Facile One-Step Oxidation of N-Boc-Protected Diarylhydrazines to Diaryldiazenes with (Diacetoxyiodo)benzene under Mild Conditions |
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| Authors: | Jakub Orvoš Filip Pančík Dr. Róbert Fischer |
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| Affiliation: | 1. Institute of Organic Chemistry, Catalysis and Petrochemistry, Slovak University of Technology in Bratislava, Radlinského 9, 812 37 Bratislava, Slovak Republic;2. Institute of Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, 845 38 Bratislava, Slovak Republic |
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| Abstract: | A study on the oxidation of N-Boc- and N,N'-bis-Boc-protected 1,2-diarylhydrazines with (diacetoxyiodo)benzene is reported. The reactions proceed quickly in acetic acid at slightly elevated temperatures, giving diaryldiazenes in good to excellent yields. Electron-donating and electron-withdrawing groups are well tolerated. This synthetic protocol also applies to synthesising (aryldiazenyl)pyridines and unsymmetrical 1,3,5-tris(arylazo)benzenes. |
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| Keywords: | azo compounds azopyridines (diacetoxyiodo)benzene hydrazines oxidation |
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