Crawford Ruairi, Ortin Yannick, Twamley Brendan, Baumann Marcus
School of Chemistry, University College Dublin, Dublin 4, Ireland.
School of Chemistry, Trinity College Dublin, Dublin 2, Ireland.
Org Lett. 2024 Dec 6;26(48):10364-10368. doi: 10.1021/acs.orglett.4c03978. Epub 2024 Nov 24.
We report a new and straightforward route toward substituted benzo[]fluorenes via the direct photochemical conversion of alkynylated chalcones. This transformation exploits a high-power light-emitting diode emitting ultraviolet A light to enable the rapid formation of the target products ( = 5 min). A continuous flow approach thereby facilitates reproducibility and scalability, granting streamlined access to these important scaffolds and their derivatives. A mechanistic proposal based on a biradical species is presented and supported by deuteration studies.
我们报道了一种通过炔基化查耳酮的直接光化学转化制备取代苯并[]芴的新的简便方法。这种转化利用发射紫外线A光的高功率发光二极管,能够快速形成目标产物(=5分钟)。连续流动方法从而促进了可重复性和可扩展性,为获得这些重要骨架及其衍生物提供了简化途径。提出了一种基于双自由基物种的机理假设,并得到了氘代研究的支持。