A bidentate monoanionic ligand system was developed to enable iridium catalyzed C(sp)-H activation borylation of -methyl amides. Borylated amides were obtained in moderate to good isolated yields, and exclusive mono-borylation allowed the amide to be the limiting reagent. Selectivity for C(sp)-H activation was demonstrated in the presence of sterically available C(sp)-H bonds. Competitive kinetic isotope studies revealed a large primary isotope effect, implicating C-H activation as the rate limiting step.
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| http://dx.doi.org/10.1016/j.tet.2021.132578 | DOI Listing |
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