Et ₃ SiOBpin as a Dual Reagent Enabled Photocatalytic Stereoselective Assembly of Multisubstituted Perfluoroalkyl-boryl Styrenes

Repurposing waste materials that would otherwise be discarded and finding new pathways for them to participate in reactions for recycling are parts of a highly atom-economical and environmentally friendly strategy. Drawing upon this concept, we have developed a method that utilizes Et₃SiOBpin, a borasiloxane typically obtained as a byproduct; limited reports have explored its potential applications in organic synthesis, to facilitate the construction of diverse multisubstituted perfluoroalkyl-boryl olefins via tetracoordinate boron species under photoinduced conditions. Despite challenges such as reaction progress, yield, and selectivity, we overcame these challenges by fine-tuning the oxygen, silicon, and alkyl groups in the borasiloxane reagent. This protocol boasts readily available starting materials, high atom economy, a broad substrate scope, and diversified valuable products and, notably, marks the first successful use of borasiloxane as a dual reagent (boron reagent and multifunctional base) in a synthetic methodology. This advancement holds significant potential to enrich and expand synthetic chemistry research.