Kim Ah Reum, Lim Hee Nam
Eco-Friendly New Materials Research Center, Therapeutics & Biotechnology Division, Korea Research Institute of Chemical Technology (KRICT) 141 Gajeong-ro, Yuseong-gu Daejeon 34114 Republic of Korea
Department of Chemistry, Korea University 145 Anam-ro, Seongbuk-gu Seoul 02841 Republic of Korea.
RSC Adv. 2020 Feb 24;10(13):7855-7866. doi: 10.1039/d0ra01352h. eCollection 2020 Feb 18.
A copper-catalyzed three-component annulation for the synthesis of functionalized 2-quinolones was developed. Three reactions including an S2, a Knoevenagel, and finally C-N bond formation are involved in the designed cascade reaction using 2-bromoacylarenes, 2-iodoacetamide, and nucleophiles as the three components. A new catalytic system was discovered during the study and this modular approach is highly efficient to access functionalized 2-quinolone derivatives, compatible with a broad range of functional groups, scalable, and step-economic. Further derivatization of the obtained product demonstrates the synthetic utility of this method.
开发了一种用于合成官能化2-喹诺酮的铜催化三组分环化反应。使用2-溴代芳基酮、2-碘代乙酰胺和亲核试剂作为三个组分，设计的串联反应涉及S2反应、Knoevenagel反应以及最后的C-N键形成。研究过程中发现了一种新的催化体系，这种模块化方法对于制备官能化2-喹诺酮衍生物非常高效，能与多种官能团兼容，具有可扩展性且步骤经济性好。所得产物的进一步衍生化证明了该方法的合成实用性。
