Gallego-Gamo Albert, Reyes-Mesa David, Guinart-Guillem Axel, Pleixats Roser, Gimbert-Suriñach Carolina, Vallribera Adelina, Granados Albert
Departament de Química and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universitat Autònoma de Barcelona Cerdanyola del Vallès 08193 Barcelona Spain
RSC Adv. 2023 Aug 8;13(33):23359-23364. doi: 10.1039/d3ra04512a. eCollection 2023 Jul 26.
Aryl phosphonates are prevalent moieties in medicinal chemistry and agrochemicals. Their chemical synthesis normally relies on the use of precious metals, harsh conditions or aryl halides as substrates. Herein, we describe a sustainable light-promoted and site-selective C-H phosphonation of arenes thianthrenation and the formation of an electron donor-acceptor complex (EDA) as key steps. The method tolerates a wide range of functional groups including biomolecules. The use of sunlight also promotes this transformation and our mechanistic investigations support a radical chain mechanism.
芳基膦酸酯是药物化学和农用化学品中常见的部分。它们的化学合成通常依赖于使用贵金属、苛刻条件或芳基卤化物作为底物。在此，我们描述了一种可持续的光促进芳烃的位点选择性C-H膦酰化反应，噻蒽化反应以及形成电子给体-受体络合物（EDA）作为关键步骤。该方法可耐受包括生物分子在内的多种官能团。使用阳光也能促进这种转化，并且我们的机理研究支持自由基链机制。
