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GEORG THIEME VERLAG KG
DOI: 10.1055/s-0041-1738448
关键词
potassium trifluoroborate; photoredox catalysis; organophotocatalysis; acyl azolium compounds; radical-radical coupling; ketones
Potassium trifluoroborates have been widely used as coupling partners in organic synthesis, and also as radical precursors to generate carbon-centered radicals under oxidative conditions. These versatile reagents have found new applications in photoredox catalysis, including radical substitution, conjugate-addition reactions, and transition-metal dual catalysis. In addition, this photomediated redox-neutral process enables radical-radical coupling with persistent radicals in the absence of metals, which remains to be fully explored.
Potassium trifluoroborates have gained significant utility as coupling partners in organic synthesis, particularly in the Suzuki-Mi-yaura coupling reaction. Recently, they have also been used as radical precursors under oxidative conditions to generate carbon-centered rad-icals. These versatile reagents have found new applications in photore-dox catalysis, including radical substitution, conjugate-addition reac-tions, and transition-metal dual catalysis. In addition, this photomediated redox-neutral process has enabled radical-radical cou-pling with persistent radicals in the absence of a metal, and this process remains to be fully explored. In this study, we report the radical-radical coupling of potassium benzylic trifluoroborate salts with isolated acyl azolium triflates, which are persistent-radical precursors. The reaction is catalyzed by an organic photocatalyst and forms isolable tertiary alco-hol species. These products can be transformed into a range of substi-tuted ketone products by simple treatment with a mild base.
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