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使用压缩空气进行苄基光氧化的连续流动方法。

Continuous Flow Approach for Benzylic Photo-oxidations Using Compressed Air.

作者信息

Bannon Ruairi, Morrison Gary, Smyth Megan, Moody Thomas S, Wharry Scott, Roth Philippe M C, Gauron Guillaume, Baumann Marcus

机构信息

School of Chemistry, Science Centre South, University College Dublin, Dublin D04 N2E5, Ireland.

Technology Department, Almac Sciences, Craigavon BT63 5QD, U.K.

出版信息

Org Process Res Dev. 2024 Jul 24;28(8):3307-3312. doi: 10.1021/acs.oprd.4c00213. eCollection 2024 Aug 16.

DOI:10.1021/acs.oprd.4c00213
PMID:39171129
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11334174/
Abstract

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.

摘要

本文介绍了一种将苄基底物有氧光氧化为酮和醛产物的连续流动方法。该工艺利用375 nm的UV-A发光二极管与康宁AFR反应器相结合,确保有效的气液混合,并实现1分钟的短停留时间。多种苄基底物被转化为相应的羰基产物,并且已证明该方法具有可扩展性,能够在数小时内生产出数克量的产物。总体而言,由于联合使用空气作为氧化剂和蒽醌-2-磺酸钠(SAS)作为水溶性光催化剂,这种连续流动方法相对于其他氧化方法有多项改进。使用更绿色、更安全的条件以及过程强化原理使得这种流动方法对进一步的工业应用具有吸引力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d19a/11334174/80e7a06f1f61/op4c00213_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d19a/11334174/492c173e6dc3/op4c00213_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d19a/11334174/87ec30706ec5/op4c00213_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d19a/11334174/80e7a06f1f61/op4c00213_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d19a/11334174/492c173e6dc3/op4c00213_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d19a/11334174/87ec30706ec5/op4c00213_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d19a/11334174/80e7a06f1f61/op4c00213_0003.jpg

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