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Not a trace: Borylation of the nitrogen in nitrogen heterocycles or anilines provides a traceless directing group for subsequent catalytic CH borylation. Selectivities that previously required Boc protection can be achieved; furthermore, the NBpin directing group can be installed and removed in situ, and product yields are substantially higher. Boc=tert‐butoxycarbonyl, pin=pinacolato. [ABSTRACT FROM AUTHOR]

With the aid of high-throughput screening, the efficiency of Ir-catalyzed C–H borylations has been assessed as functions of precatalyst, boron reagent, ligand, order of addition, temperature, solvent, and substrate. This study not only validated some accepted practices but also uncovered unconventional conditions that were key to substrate performance. We anticipate that insights drawn from these findings will be used to design reaction conditions for substrates whose borylations are difficult to impossible using standard catalytic conditions. [ABSTRACT FROM AUTHOR]

A strategy is described for the regioselective substitution of a variety of N-unsubstituted N-heterocycles with HBpin. [ABSTRACT FROM AUTHOR]