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Metal-catalyzed hydroborations and diborations frequently give “unwanted” side products arising from a competing dehydrogenative borylation reaction. While catalyst development initially focused on avoiding this “deleterious” pathway, fine tuning of a catalyst system could provide an efficient method to generate unsaturated alkenylboronate esters, synthetically valuable synthons for the Suzuki-Miyaura cross-coupling reaction. The aim of this review is to highlight the history and development of the dehydrogenative borylation reaction in the metal-catalyzed synthesis of alkenylboronate esters.

Dehydrogenative borylation: the dark horse in metal-catalyzed hydroborations and diborations?