State Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing, Jiangsu, 210009, China.
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai, 201203, China.
Angew Chem Int Ed Engl. 2021 Sep 20;60(39):21327-21333. doi: 10.1002/anie.202105857. Epub 2021 Aug 18.
A catalytic system-controlled divergent reaction strategy was here reported to construct four types of intriguing spiroheterocyclic skeletons from simple and readily available starting materials via a precise chemical bond activation/[n+1] annulation cascade. The tetraazaspiroheterocyclic and trizazspiroheterocyclic scaffolds could be independently constructed by a selective N-N bond activation/[n+1] annulation cascade, a C(sp )-H activation/[4+1] annulation and a novel tandem C(sp )-H/C(sp )-H bond activation/[4+1] annulation strategy, along with a broad scope of substrates, moderate to excellent yields and valuable transformations. More importantly, in these transformations, we are the first time to capture a N-N bond activation and a C(sp )-H bond activation of pyrazolidinones under different catalytic system.
这里报道了一种催化体系控制的发散反应策略，可通过精确的化学键活化/[n+1]环加成级联反应，从简单易得的起始原料构建四种有趣的螺杂环骨架。通过选择性的 N-N 键活化/[n+1]环加成、C(sp )-H 活化/[4+1]环加成和新颖的串联 C(sp )-H/C(sp )-H 键活化/[4+1]环加成策略，可分别构建四氮杂螺杂环和三氮唑螺杂环骨架，底物适用范围广泛，产率适中到优异，转化具有很高的价值。更重要的是，在这些转化中，我们首次在不同的催化体系中捕获到吡唑烷酮的 N-N 键活化和 C(sp )-H 键活化。
