Jason Saway, Abigail F. Pierre and Joseph J. Badillo
Org. Biomol. Chem., 2022,20, 6188-6192
DOI:
10.1039/D2OB00435F,
Communication
In this report, we demonstrate that visible light photoactivation of 6-bromo-2-naphthol facilitates the photoacid-catalyzed acetalization of carbonyls with alcohols. We also demonstrate that 2-naphthol when coupled to a photosensitizer provides acetals from electron-deficient aldehydes. In addition, the S1 excited state pKa for 6-bromo-2-naphthol in water was determined and shown to have increased excited-state acidity relative to 2-naphthol.