Faculty of Chemistry, VNU-Ha Noi University of Science, 19 Le Thanh Tong, Phan Chu Trinh, Hoan Kiem, Ha Noi, Vietnam.
Faculty of Chemistry, Hanoi National University of Education (HNUE), 136 Xuan Thuy, Cau Giay, Hanoi, Vietnam.
Chem Asian J. 2022 Nov 16;17(22):e202200909. doi: 10.1002/asia.202200909. Epub 2022 Sep 29.
Quinoline derivatives are important moieties in bioactive molecules and advanced materials. However, an efficient strategy to synthesize quinoline derivatives remains challenging. Herein, we describe an efficient and practical method for the synthesis of quinolines by Cu-catalyzed cyclization of 2-amino benzyl alcohol with ketones (or secondary alcohols) via an acceptorless dehydrogenation pathway. Interestingly, a range of highly functionalized quinolines is prepared in good yields using low catalyst loading under relatively mild conditions. Furthermore, density functional theory (DFT) calculations are carried out to investigate mechanistic insights for the acceptorless dehydrogenation pathway.
喹啉衍生物是生物活性分子和先进材料中的重要部分。然而，合成喹啉衍生物的有效策略仍然具有挑战性。在此，我们描述了一种通过无受体脱氢途径，用铜催化 2-氨基苄醇与酮（或仲醇）环化合成喹啉的有效且实用的方法。有趣的是，在相对温和的条件下，只需低催化剂负载量，即可良好产率制备多种高官能化的喹啉。此外，还进行了密度泛函理论（DFT）计算，以研究无受体脱氢途径的机理见解。
