Ren Pei-Qi, Li Yi-Fei, Wang Shi-Yan, Luo Yan-Shu, Liu Min, Li Ren-Hao, Zeng You-Yun
School and Hospital of Stomatology, Wenzhou Medical University, Wenzhou, Zhejiang 325035, China.
State Key Laboratory of Macromolecular Drugs and Large-Scale Manufacturing, School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou, Zhejiang 325035, China.
ACS Omega. 2025 Jan 15;10(3):3044-3053. doi: 10.1021/acsomega.4c09847. eCollection 2025 Jan 28.
Herein, a DBU-catalyzed 1,6-Michael addition of para-quinone methides (p-QMs) under mild reaction conditions with high efficiency (turnover number up to 10) and good to excellent yields is reported. The transformation proceeds smoothly with a range of nucleophiles, providing diverse diarylmethane scaffolds with good efficiency. Mechanistic studies revealed that DBU is an excellent proton acceptor and donor and that DBU can promote the addition of methanol to -QMs. A preliminary investigation was also conducted of the antibacterial properties of the products.
本文报道了在温和反应条件下，DBU催化对醌甲基化物（p-QMs）的1,6-迈克尔加成反应，该反应具有高效率（周转数高达10）和良好至优异的产率。该转化反应能与一系列亲核试剂顺利进行，高效地提供了多种二芳基甲烷骨架。机理研究表明，DBU是一种优异的质子受体和供体，并且DBU可以促进甲醇加成到对醌甲基化物上。还对产物的抗菌性能进行了初步研究。
