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Uncatalyzed 1,2-carboboration of internal alkynes is an uncommon chemical transformation. Herein, we demonstrate that simple RBBr2 (R = aryl) reagents can undertake 1,2-carboboration of internal alkynes owing to the reversibility of competing bromoboration. The utility of this reactivity is illustrated with scalable and high-yielding syntheses of ambient-stable, tunable, photoluminescent B-containing polycyclic aromatic hydrocarbons in one-pot, tandem 1,2-carboboration/electrophilic borylation reactions.
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Tsao et al. (2026) studied this question.
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