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

被引:6
作者
Gkizis, Petros L. [1 ]
Serviou, Stamatis K. [1 ]
Balaskas, Angelos [1 ]
Constantinou, Constantinos T. [1 ]
Triandafillidi, Ierasia [1 ]
Kokotos, Christoforos G. [1 ]
机构
[1] Natl & Kapodistrian Univ Athens, Dept Chem, Lab Organ Chem, Panepistimiopolis 15771, Athens 15771, Greece
关键词
photochemistry; aerobic oxidation; green chemistry; boronic acid; anthraquinone; ARYLBORONIC ACIDS; PHOTOREDOX CATALYSIS; OXIDATIVE HYDROXYLATION; PHOTOCHEMICAL ACTIVITY; ALPHA-ALKYLATION; CHEMISTRY; ALDEHYDES; ORGANOCATALYSIS; HYDROACYLATION; MECHANISM;
D O I
10.1055/a-2071-7077
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:330 / 336
页数:7
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