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Anthraquinone-Catalyzed Photooxidation of Boronic Acids in a Bio-Based Solvent (2-Me-THF)

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The phenol moiety appears in a wide variety of natural products, exhibiting biological activity, and in numerous active pharmaceutical compounds. Boronic acids are potential precursors of the phenol scaffold and… Click to show full abstract

The phenol moiety appears in a wide variety of natural products, exhibiting biological activity, and in numerous active pharmaceutical compounds. Boronic acids are potential precursors of the phenol scaffold and a plethora of efforts has been focused in developing novel and green protocols, targeting their chemoselective transformation into phenols. Photochemistry is a rapidly expanding research field converting light energy into chemical potential. Photochemical aerobic processes possess additional advantages to photochemistry and may find applications in chemical industries. Herein, a low-catalyst loading anthraquinone-catalyzed photochemical process is demonstrated, under CFL lamp irradiation, while exploiting 2-Me-THF as the reaction medium for the conversion of boronic acids to phenols. Furthermore, a broad substrate scope was employed.

Keywords: boronic acids; catalyzed photooxidation; bio based; acids bio; anthraquinone catalyzed; photooxidation boronic

Journal Title: Synlett
Year Published: 2023

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