Continuous Flow Approach for Benzylic Photo-oxidations Using Compressed Air

被引:4
作者
Bannon, Ruairi [1 ]
Morrison, Gary [2 ]
Smyth, Megan [2 ]
Moody, Thomas S. [2 ,3 ]
Wharry, Scott [2 ]
Roth, Philippe M. C. [4 ]
Gauron, Guillaume [4 ]
Baumann, Marcus [1 ]
机构
[1] Univ Coll Dublin, Sci Ctr South, Sch Chem, Dublin D04 N2E5, Ireland
[2] Almac Sci, Technol Dept, Craigavon BT63 5QD, England
[3] Arran Chem Co, Roscommon N37 DN24, Ireland
[4] Corning SAS, Corning Reactor Technol, F-77215 Avon, France
基金
爱尔兰科学基金会;
关键词
photooxidation; continuous flow; gas-liquidsystem; aerobic oxidation; HYDROGEN-TRANSFER; ALCOHOLS; PHOTOCHEMISTRY; QUINONES; LIGHT;
D O I
10.1021/acs.oprd.4c00213
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A continuous flow approach for the aerobic photo-oxidation of benzylic substrates to ketone and aldehyde products is presented. The resulting process exploits UV-A LEDs (375 nm) in combination with a Corning AFR reactor that ensures effective gas-liquid mixing and leads to short residence times of 1 min. A variety of benzylic substrates are converted to their corresponding carbonyl products, and scalability is demonstrated to produce multigram quantities of products within a few hours. Overall, this continuous flow approach offers several improvements over alternative oxidation methods due to the combined use of air as an oxidant and SAS (sodium anthraquinone-2 sulfonate) as a water-soluble photocatalyst. The use of greener and safer conditions together with process intensification principles renders this flow approach attractive for further industrial applications.
引用
收藏
页码:3307 / 3312
页数:6
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