A New Dioxazolone for the Synthesis of 1,2‐Aminoalcohols via Iridium(III)‐Catalyzed C(sp(3))−H Amidation

Vicinal aminoalcohols are widespread structural motifs in bioactive molecules. We report the development of a new dioxazolone reagent containing a p‐nitrophenyldifluoromethyl group, which 1. displays a good safety profile; 2. shows a remarkably high reactivity in the oxime‐directed iridium(III)‐catalyzed amidation of unactivated C(sp(3))−H bonds; 3. leads to amide products which can be hydrolyzed under mild conditions. The amidation reaction is mild, general and compatible with both primary C−H bonds of tertiary and secondary alcohols, as well as secondary C−H bonds of cyclic secondary alcohols. This method provides an easy access to free 1,2‐aminoalcohols after efficient and mild cleavage of the oxime directing group and activated amide.