NPh3-Mediated WO3-Photocatalyzed Semiheterogeneous Hydroxylation of Aryl and Alkyl Boronic Acids

被引:20
作者
Huang, Xiao-Jun [1 ]
Ji, Hong-Tao [1 ]
Li, Xiao [1 ]
Luo, Qing-Xia [1 ]
Li, Ting [1 ]
Ou, Li-Juan [2 ]
He, Wei-Min [1 ]
机构
[1] Univ South China, Sch Chem & Chem Engn, Hengyang 421001, Peoples R China
[2] Hunan Inst Technol, Sch Mat Sci & Engn, Hengyang 421002, Peoples R China
关键词
CATALYZED HYDROXYLATION; OXIDATION; PHOTOCATALYSIS; METAL;
D O I
10.1021/acs.joc.4c00885
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
With an inexpensive and commercially available WO3 semiconductor as the heterogeneous photocatalyst, a catalytic amount of NPh3 as the single-electron donor, and ambient air as the single-electron acceptor and oxygen source, the semiheterogeneous photocatalytic hydroxylation of alkyl and aryl boronic acids was developed. A broad range of hydroxylated compounds can be obtained in excellent yields.
引用
收藏
页码:10654 / 10659
页数:6
相关论文
共 56 条
[1]   Transition-Metal-Catalyzed Synthesis of Hydroxylated Arenes [J].
Alonso, Diego A. ;
Najera, Carmen ;
Pastor, Isidro M. ;
Yus, Miguel .
CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (18) :5274-5284
[2]   Recent advances in visible light-activated radical coupling reactions triggered by (i) ruthenium, (ii) iridium and (iii) organic photoredox agents [J].
Bell, Jonathan D. ;
Murphy, John A. .
CHEMICAL SOCIETY REVIEWS, 2021, 50 (17) :9540-9685
[3]   Photocatalytic Late-Stage C-H Functionalization [J].
Bellotti, Peter ;
Huang, Huan-Ming ;
Faber, Teresa ;
Glorius, Frank .
CHEMICAL REVIEWS, 2023, 123 (08) :4237-4352
[4]   IPSO-Hydroxylation of Boronic Acid via Ozonolysis: A Metal-, Ligand-, and Base-free Method [J].
Bommegowda, Yadaganahalli K. ;
Mallesha, Ningegowda ;
Vinayaka, Ajjampura C. ;
Sadashiva, Maralinganadoddi P. .
CHEMISTRY LETTERS, 2016, 45 (03) :268-270
[5]   Linker-Assisted CdS-TiO2 Nanohybrids as Reusable Visible Light Photocatalysts for the Oxidative Hydroxylation of Arylboronic Acids [J].
Castro-Godoy, Willber D. ;
Schmidt, Luciana C. ;
Flores-Ona, Diego ;
Perez-Prieto, Julia ;
Galian, Raquel E. ;
Arguello, Juan E. .
JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (10) :6489-6497
[6]   Palladium-Catalyzed Hydroxylation of Aryl and Heteroaryl Halides Enabled by the Use of a Palladacycle Precatalyst [J].
Cheung, Chi Wai ;
Buchwald, Stephen L. .
JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (11) :5351-5358
[7]   Visible-Light-Driven Semi-Heterogeneous g-C3N4/NaI Catalyzed Construction of C-C Bonds [J].
Dai Linlong ;
Zhong Guofu .
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (07) :2589-2590
[8]   Nitrate-Mediated Alcohol Oxidation on Cadmium Sulfide Photocatalysts [J].
DiMeglio, John L. ;
Breuhaus-Alvarez, Andrew G. ;
Li, Siqi ;
Bartlett, Bart M. .
ACS CATALYSIS, 2019, 9 (06) :5732-5741
[9]   WO3-based photocatalysts: morphology control, activity enhancement and multifunctional applications [J].
Dong, Pengyu ;
Hou, Guihua ;
Xi, Xinguo ;
Shao, Rong ;
Dong, Fan .
ENVIRONMENTAL SCIENCE-NANO, 2017, 4 (03) :539-557
[10]   Blue light photocatalysis of carbazole-based conjugated microporous polymers: Aerobic hydroxylation of phenylboronic acids to phenols [J].
Dong, Xiaoyun ;
Hao, Huimin ;
Zhang, Fulin ;
Lang, Xianjun .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2022, 309