Crawford Ruairi, Broersma Rémy, van den Berg Frouke, Baumann Marcus
School of Chemistry, University College Dublin, Dublin 4, Ireland.
Signify Research, High Tech Campus 7, 5656 AE Eindhoven, The Netherlands.
Org Lett. 2025 Sep 12;27(36):10152-10156. doi: 10.1021/acs.orglett.5c03241. Epub 2025 Sep 4.
The use of a newly developed UV-B LED module for the continuous flow synthesis of a variety of trisubstituted oxazole products from readily available isoxazoles is reported. Crucially, this work demonstrates for the first time that these UV-LED modules (up to 40 W electrical power) are effective replacements of classical medium-pressure Hg-lamps by providing monochromatic light (centered at 308 nm) which facilitates the highlighted photochemical process. The desired oxazole products are afforded in high yields, and the applicability toward synthesizing analogs of the anti-inflammatory drug oxaprozin at multigram scale is reported. The availability of such high-power UV-LED modules not only circumvents the use of inefficient metal vapor lamps but also highlights new opportunities for light-driven processes in general.
报道了一种新开发的UV-B LED模块用于从易得的异恶唑连续流合成多种三取代恶唑产物。至关重要的是,这项工作首次证明这些UV-LED模块(电功率高达40 W)可有效替代传统的中压汞灯,因为它们能提供单色光(以308 nm为中心),这有利于突出的光化学过程。所需的恶唑产物以高产率得到,并且报道了其在多克规模上合成抗炎药恶丙嗪类似物的适用性。这种高功率UV-LED模块的可用性不仅避免了低效金属蒸气灯的使用,而且总体上突出了光驱动过程的新机会。