Ipso Nitration of Aryl Boronic Acids\nUsing Fuming Nitric Acid

The ipso nitration of aryl boronic acid derivatives\nhas been developed using fuming nitric acid as the nitrating agent.\nThis facile procedure provides efficient and chemoselective access\nto a variety of aromatic nitro compounds. While several activating\nagents and nitro sources have been reported in the literature for\nthis synthetically useful transformation, this report demonstrates\nthat these processes likely generate a common active reagent, anhydrous\nHNO3. Kinetic and mechanistic studies have revealed that\nthe reaction order in HNO3 is >2 and indicate that the •NO2 radical is the active species.