Lin Tzu-Chun, Chan Chieh-Kai, Chung Yi-Hsiu, Wang Cheng-Chung
Institute of Chemistry, Academia Sinica, Taipei 115, Taiwan.
Org Biomol Chem. 2023 Sep 20;21(36):7316-7326. doi: 10.1039/d3ob01032e.
This study developed an eco-friendly method to synthesize 3-arylisoquinoline from 2-alkynylbenzaldehydes using Nafion® NR50 as an acidic catalyst and hexamethyldisilazane (HMDS) as a nitrogen source. The reaction proceeded a 6- cyclization under microwave irradiation, giving the corresponding isoquinolines in excellent yields. The advantages of this protocol include: (1) the use of recyclable acid catalysts, (2) transition-metal-free catalysis, and (3) the effective formation of the target product. These features make this methodology a promising approach for the sustainable and efficient synthesis of 3-arylisoquinoline. Some structures were also confirmed by single-crystal X-ray diffraction analysis.
本研究开发了一种环保方法,以Nafion® NR50为酸性催化剂、六甲基二硅氮烷(HMDS)为氮源,从2-炔基苯甲醛合成3-芳基异喹啉。该反应在微波辐射下进行6-环化反应,以优异的产率得到相应的异喹啉。该方法的优点包括:(1)使用可回收的酸催化剂;(2)无过渡金属催化;(3)有效形成目标产物。这些特点使该方法成为可持续高效合成3-芳基异喹啉的一种有前景的方法。一些结构也通过单晶X射线衍射分析得到证实。