Base-promoted domino-borylation-protodeboronation strategy

Since a nucleophilic sp(2)boron species can be generatedin situunder the combined action of an inorganic base, B(2)pin(2)and methanol, research on base-promoted nucleophilic borylation of unsaturated compounds has attracted significant attention. A series of multi-borylated compounds, such as alkyl 1,2-bis(boronates),gem-diborylalkanes, and 1,1,2-tris(boronates), are constructed based on this strategy. These multi-borylated compounds can in turn undergo selective protodeboronation, creating a variety of useful boron-containing compounds. This Feature article documents the development of base-promoted domino-borylation-protodeboronation (DBP) strategies and their applications in organic synthesis.