Bao Xiaobo, Wang Guoli, Dong Xu, Zhu Mengxiao, Yang Lili, Zhu Junjie, Shi Qingyuan, Zhang Hongzhen, Chen Dongyin
College of Pharmacy, Jiangsu Vocational College of Medicine, Yancheng, 224005, China.
School of Pharmacy, Nanjing Medical University, Nanjing, 211166, China.
Org Biomol Chem. 2024 Mar 20;22(12):2443-2450. doi: 10.1039/d4ob00061g.
Medium-sized lactones are important structural units, but their synthesis remains a great challenge. Herein, we report I/CFCOAg-mediated iodolactonization of allenoic acids to synthesize various 6- to 9-membered ring vinylic iodolactones in 16-89% yield. This protocol not only develops a new cyclization strategy of allenoic acids, but also provides highly functionalized medium-sized lactones containing alkene and halogen groups.
中等大小的内酯是重要的结构单元,但其合成仍然是一个巨大的挑战。在此,我们报道了I/CFCOAg介导的联烯酸碘内酯化反应,以16-89%的产率合成了各种6至9元环的乙烯基碘内酯。该方法不仅开发了一种新的联烯酸环化策略,还提供了含有烯烃和卤素基团的高度官能化的中等大小内酯。