Wang Jia-Yin, Zhang Sai, Yuan Qingkai, Li Guigen, Yan Shenghu
School of Pharmacy, Continuous Flow Engineering Laboratory of National Petroleum and Chemical Industry, Changzhou University, Changzhou, Jiangsu 213164, China.
Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409, United States.
J Org Chem. 2023 Jul 7;88(13):8532-8541. doi: 10.1021/acs.joc.3c00471. Epub 2023 May 23.
A new Pd(II)-catalyzed annulation/iododifluoromethylation of enynones has been developed for the synthesis of versatile 1-indanones with moderate to good yields (26 examples). The present strategy enabled the concomitant incorporation of two important difluoroalkyl and iodo functionalities into 1-indenone skeletons with ()-stereoselectivity. The mechanistic pathway was proposed, consisting of the difluoroalkyl radical-triggered α,β-conjugated addition/5--dig cyclization/metal radical cross-coupling/reductive elimination cascade.
已开发出一种新型钯（II）催化的烯炔酮环化/碘二氟甲基化反应，用于合成产率中等至良好的多种1-茚满酮（26个实例）。目前的策略能够将两个重要的二氟烷基和碘官能团以（）-立体选择性同时引入1-茚满酮骨架中。提出了反应机理途径，包括二氟烷基自由基引发的α，β-共轭加成/5-内型环化/金属自由基交叉偶联/还原消除串联反应。
