Synthesis of Diazoquinones and Azidophenols via Diazo‐Transfer Reaction of Phenols

An efficient diazo‐transfer reaction of phenol is described. o‐Quinone diazide (diazoquione) were synthesized from phenol by the diazo‐transfer reaction using 2‐azido‐1,3‐bis(2,6‐diisopropylphenyl)imidazolium hexafluorophosphate (IPrAP), which is safe and stable crystalline, in MeOH in the presence of iPr2NH or DMAP. In addition, diazoquinones reacted with sodium azide smoothly in 2‐methoxyethanol to give azidophenols in high yields.