By merging nickel catalysis and photochemistry, we developed a deoxygenative alkylboration of aldehydes via a deoxygenative difunctionalization of carbonyls strategy. This three-component reaction between alkyl halides, B2Pin2, and aldehydes represents one of the most efficient methods to furnish the versatile secondary α,α-dialkyl boronates. A series of deoxygenative difunctionalization skeletons can be gained from the products based on the carbon–boron bond transformation. In addition, deoxygenative arylboration of aldehydes was achieved.
Key words
deoxygenative difunctionalization of carbonyls - C–O bond coupling - metallaphotoredox - nickel - cross-coupling