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Arylboronic Acid Deborylation Deuteration via Synergistic Thiol, Lewis Base, and Photoredox Catalysis.

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A mild method for the deborylation deuteration of arylboronic acids with D2O, mediated by the synergistic combination of a thiol, a Lewis base, and photoredox catalysis, is reported. This reaction… Click to show full abstract

A mild method for the deborylation deuteration of arylboronic acids with D2O, mediated by the synergistic combination of a thiol, a Lewis base, and photoredox catalysis, is reported. This reaction showed a broad substrate scope, excellent deuterium incorporation, and functional group tolerance. Therefore, this method is practical for the site-selective D-labeling of bioactive molecules and drug molecules.

Keywords: lewis base; photoredox catalysis; thiol lewis; deborylation deuteration; base photoredox

Journal Title: Organic letters
Year Published: 2022

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