Yuan Cheng, Sun Sheng, Wang Gangqiang, Sun Shaofa, Wang Jian
Hubei Key Laboratory of Radiation Chemistry and Functional Materials, Non-power Nuclear Technology Collaborative Innovation Center, School of Nuclear Technology and Chemistry & Biology, Hubei University of Science and Technology, Xianning 437100, China.
Hepatic Surgery Center, Tongji Hospital, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.
J Org Chem. 2023 Jul 7;88(13):9432-9438. doi: 10.1021/acs.joc.3c00406. Epub 2023 Jun 2.
Herein, we reported a unique and operationally simple method to assemble 8-azabicyclo[3,2,1]octanes by using oxidopyridinium ions and maleimides as synthons. The features of good to high yields and good functional group tolerance are achieved regularly under mild conditions. Of note, oxidopyridinium ions undergo a [3 + 2] cycloaddition on their C2 and C6 positions.
在此，我们报道了一种独特且操作简便的方法，该方法使用氧化吡啶鎓离子和顺丁烯二酰亚胺作为合成子来组装8-氮杂双环[3,2,1]辛烷。在温和条件下，通常能实现良好至高收率以及良好的官能团耐受性。值得注意的是，氧化吡啶鎓离子在其C2和C6位置发生[3 + 2]环加成反应。
