Göbel Dominik, Clamor Nils, Lork Enno, Nachtsheim Boris J
Institute for Organic and Analytical Chemistry , University of Bremen , 28359 Bremen , Germany.
Institute for Inorganic and Crystallographic Chemistry , University of Bremen , 28359 Bremen , Germany.
Org Lett. 2019 Jul 19;21(14):5373-5377. doi: 10.1021/acs.orglett.9b01350. Epub 2019 May 24.
The direct hydroxylation of 2-aryloxazolines via a deprotonative magnesiation using TMPMgClLiCl and subsequent oxidation with molecular oxygen or air as a green oxidant is reported. This method proceeds under mild conditions at room temperature with high regioselectivity and chemoselectivity. The obtained phenols exhibit tunable luminescence properties, induced by excited-state intramolecular proton transfer. This method opens a new opportunity for the sustainable synthesis of luminescent organic molecules.
报道了通过使用TMPMgClLiCl进行去质子化镁化反应,随后以分子氧或空气作为绿色氧化剂对2-芳基恶唑啉进行直接羟基化反应。该方法在室温温和条件下进行,具有高区域选择性和化学选择性。所得到的酚类化合物表现出由激发态分子内质子转移诱导的可调发光特性。该方法为发光有机分子的可持续合成开辟了新的机会。