Photochemical oxidation of alcohols to ketones or aldehydes using DMSO as an oxidant without activated agent

被引：12

作者：

Zhao, Jinwu ^{[1
]}

Luo, Zhigao ^{[1
]}

Liu, Yipeng ^{[1
]}

Xu, Jingxiu ^{[1
]}

Huang, Zunnan ^{[2
]}

Xiong, Wenfang ^{[1
]}

机构：

[1] Guangdong Med Univ, Sch Pharm, Dongguan 523808, Peoples R China

[2] Guangdong Med Univ, Lab Res & Dev Nat Drugs Guangdong Prov, Dongguan 523808, Peoples R China

来源：

TETRAHEDRON | 2023年 / 131卷

基金：

中国国家自然科学基金;

关键词：

Oxidation; Alcohol; DMSO; Visible light; Metal; -free; SELECTIVE OXIDATION; AEROBIC OXIDATION; DEHYDROGENATION; CATALYST; FRAMEWORKS; AIR;

D O I：

10.1016/j.tet.2022.133208

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report visible light mediated oxidation of alcohols to ketones or aldehydes catalyzed by anthraqui-none under irradiation at 430e440 nm at room temperature, using DMSO as an oxidant without acti-vated agent. Key parameters, including irradiating wave-length, reaction medium and photocatalyst, are investigated. According this procedure, a variety of alcohols are oxidized to the corresponding ketones or aldehydes in satisfactory yields. This protocol features transition metal free and mild reaction conditions. (c) 2022 Elsevier Ltd. All rights reserved.

引用

页数：5

共 39 条

[11] Reinvestigating FeBr3-Catalyzed Alcohol Oxidation with H2O2: Is a High-Valent Iron Species (HIS) or a Reactive Brominating Species (RBS) Responsible for Alcohol Oxidation? [J].

He, Chenxi ;

Ma, Foqing ;

Zhang, Wei ;

Tong, Rongbiao .

ORGANIC LETTERS, 2022, 24 (19) :3499-3503

[12] Catalytic Oxidation of Alcohols: Recent Advances [J].

Kopylovich, Maximilian N. ;

Ribeiro, Ana P. C. ;

Alegria, Elisabete C. B. A. ;

Martins, Nuno M. R. ;

Martins, Luisa M. D. R. S. ;

Pombeiro, Armando J. L. .

ADVANCES IN ORGANOMETALLIC CHEMISTRY, VOL 63, 2015, 63 :91-174

[13] Catalytic Activity Enhancement on Alcohol Dehydrogenation viaDirecting Reaction Pathways from Single- to Double-Atom Catalysis [J].

Liu, Ce ;

Li, Teng ;

Dai, Xingchao ;

Zhao, Jian ;

He, Dongcheng ;

Li, Guomin ;

Wang, Bin ;

Cui, Xinjiang .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (11) :4913-4924

[14] Recent progress in organophotoredox reaction [J].

Liu, Qiping ;

Huo, Congde ;

Fu, Ying ;

Du, Zhengyin .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (34) :6721-6740

[15] Boosting activity of molecular oxygen by pyridinium-based photocatalysts for metal-free alcohol oxidation [J].

Ma, Shuai ;

Cui, Jing-Wang ;

Rao, Cai-Hui ;

Jia, Meng-Ze ;

Chen, Yun-Rui ;

Zhang, Jie .

GREEN CHEMISTRY, 2021, 23 (03) :1337-1343

[16] Aerobic oxidation of alcohols with air catalyzed by decacarbonyldimanganese [J].

Meng, Shan-Shui ;

Lin, Li-Rong ;

Luo, Xiang ;

Lv, Hao-Jun ;

Zhao, Jun-Ling ;

Chan, Albert S. C. .

GREEN CHEMISTRY, 2019, 21 (22) :6187-6193

[17] A Synergistic Magnetically Retrievable Inorganic-Organic Hybrid Metal Oxide Catalyst for Scalable Selective Oxidation of Alcohols to Aldehydes and Ketones [J].

Mittal, Rupali ;

Awasthi, Satish Kumar .

CHEMCATCHEM, 2021, 13 (22) :4799-4813

[18] A Perspective on Heterogeneous Catalysts for the Selective Oxidation of Alcohols [J].

Najafishirtari, Sharif ;

Friedel Ortega, Klaus ;

Douthwaite, Mark ;

Pattisson, Samuel ;

Hutchings, Graham J. ;

Bondue, Christoph J. ;

Tschulik, Kristina ;

Waffel, Daniel ;

Peng, Baoxiang ;

Deitermann, Michel ;

Busser, G. Wilma ;

Muhler, Martin ;

Behrens, Malte .

CHEMISTRY-A EUROPEAN JOURNAL, 2021, 27 (68) :16809-16833

[19] g-C3N4/H3PW4Mo8O40 S-scheme photocatalyst with enhanced photocatalytic oxidation of alcohols and sulfides [J].

Nejat, Razieh ;

Najminejad, Zohreh ;

Fazlali, Farnaz ;

Shahraki, Somaye ;

Khazaee, Zeynab .

INORGANIC CHEMISTRY COMMUNICATIONS, 2021, 132

[20] Photochemical oxidation of benzylic primary and secondary alcohols utilizing air as the oxidant [J].

Nikitas, Nikolaos F. ;

Tzaras, Dimitrios Ioannis ;

Triandafillidi, Ierasia ;

Kokotos, Christoforos G. .

GREEN CHEMISTRY, 2020, 22 (02) :471-477

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