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We describe in this work an operationally facile and generally applicable ipso -nitration of boronic esters by Fe(NO 3 ) 3 ·9H 2 O in hexafluoroisopropanol (HFIP), allowing us fast access to various nitroarenes that are currently difficult to obtain via traditional electrophilic C–H nitrations. In contrast to previous deborylative ipso -nitrations, this new protocol utilized less reactive and more stable organoboron reagents and therefore had significantly improved substrate scope and functional group tolerance, which was exemplified in the late-stage ipso -nitration of various natural products, pharmaceuticals, and biologically active molecules.
Zheng et al. (Thu,) studied this question.