A Minisci Approach to C–H Borylation of Azines

Daniele Leonori describes how C–H bonds in azines can be borylated using a Minisci approach.

Borylated (hetero-)aromatics are fundamental building blocks in modern synthetic chemistry. In general, C–B bonds in borylated (hetero-)aromatic compounds are constructed using the corresponding (hetero-)aryl halides via metalation–borylation or by transition-metal-catalyzed borylations, among which the Miyaura borylation is the archetypical example. Both approaches require pre-functionalization of the aromatic core in a separate synthetic step, which sometimes can be problematic. In the past, the transformation of C–H bonds into C–B bonds has been achieved through transition-metal catalysis, mostly with Ir or Rh catalysts. According to Professor Daniele Leonori from the University of Manchester (UK) “the generality and power of this approach are somewhat limited when azines are used as starting materials.” Herein, a Minisci approach is described to overcome these problems.

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