Ruairi Crawford, Rémy Broersma, Frouke van den Berg and Marcus Baumann*,
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Photochemical Flow Synthesis of Trisubstituted Oxazoles Enabled by High-Power UV–B LED Modules
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.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.