Organoboronates are synthetically useful and highly valuable building blocks in synthetic and medicinal chemistry. Two-electron reactions allow for the rapid construction of organoboronates via nucleophilic 1,2-boron shift of boron ate complexes or MIDA-mediated 1,2-boryl migration. Radical approaches through 1,2-boron shift of neutral boronic esters or boron ate complexes have been demonstrated to be feasible, providing complementary methods to access these privileged scaffolds. In this minireview, we highlight recent achievements and discuss future opportunities, with an emphasis on different operative modes of catalysis and reaction pathways.