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

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2024年 / 28卷 / 08期

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

页码：3307 / 3312

页数：6

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