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Photoredox Borocarbonylation through 1; 2-Boron Migration
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DOI:10.1039/D5CY01255D.png)
Abstract
En 中文
Organoboron compounds are fundamental building blocks in organic synthesis; and recent advances in boron-migration reactions have attracted significant attention. However; carbonylative transformations featuring a 1; 2-boron shift remain largely unexplored; with limited strategies available for the incorporation of exogenous carbonyl groups. We report an unprecedented 1; 2boron migratory carbonylation enabled by visible-light photoredox catalysis; in which carbon monoxide (CO) serves as an abundant and convenient C1 source to trap translocated alkyl radicals generated after 1; 2-boron migration. The methodology provides an efficient and streamlined approach to synthesize structurally complex and diversely functionalized β-boryl thioesters under mild conditions. Notably; this reaction enables a functional-group translocation within a single molecule; allowing for the positional exchange between a carbonyl and a boryl group via sequential CO₂ extrusion; 1; 2-boron migration; and CO insertion.
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