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Synlett 2024; 35(03): 330-336
DOI: 10.1055/a-2071-7077
DOI: 10.1055/a-2071-7077
cluster
Organic Chemistry Under Visible Light: Photolytic and Photocatalytic Organic Transformations
Anthraquinone-Catalyzed Photooxidation of Boronic Acids in a Bio-Based Solvent (2-Me-THF)
The authors gratefully acknowledge the Hellenic Foundation for Research and Innovation (HFRI) for financial support through a grant, which is financed by 1st Call for HFRI Research projects to support faculty members & researchers and the procurement of high-cost research equipment grant (grant number 655) and a grant, which is financed by 3rd Call for HFRI PhD fellowships (fellowship number 18553).
In memory of Emeritus Professor Demetrios N. Nicolaides (Aristotle University of Thessaloniki), who passed away in December 2022.
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 into phenols. Furthermore, a broad substrate scope was employed.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2071-7077.
- Supporting Information
Publication History
Received: 10 February 2023
Accepted after revision: 11 April 2023
Accepted Manuscript online:
11 April 2023
Article published online:
15 May 2023
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