Shaanxi Institute of Flexible Electronics (SIFE) , Northwestern Polytechnical University (NPU) , 127 West Youyi Road , Xi'an 710072 , China.
Key Laboratory of Flexible Electronics (KLOFE) & Institute of Advanced Materials (IAM), Jiangsu National Synergetic Innovation Center for Advanced Materials (SICAM) , Nanjing Tech University (NanjingTech) , 30 South Puzhu Road , Nanjing 211816 , China.
Org Lett. 2019 Feb 15;21(4):926-930. doi: 10.1021/acs.orglett.8b03892. Epub 2019 Feb 4.
A novel strategy for the construction of 2,2-diacyl spirocyclohexanones 3 has been demonstrated on the basis of an NHC-catalyzed [3C + 3C] annulation of potassium 2-oxo-3-enoates with 2-ethylidene 1,3-indandiones. Furthermore, enantioenriched 3 was obtained in good to excellent yields with good enantioselectivities when chiral N-heterocyclic carbene (NHC) was employed. Notably, ring opening of the resulting 2,2-diacyl spirocyclohexanones 3 with hydrazine led to the formation of phthalazinones in good to excellent yields.
一种基于 NHC 催化的钾 2-氧代-3-烯酸酯与 2-亚乙基-1,3-茚二酮的 [3C + 3C] 环加成反应，构建 2,2-二酰基螺环己酮 3 的新策略已经得到证明。此外，当使用手性氮杂环卡宾 (NHC) 时，3 以良好到优异的产率和良好的对映选择性得到手性富集的产物。值得注意的是，所得的 2,2-二酰基螺环己酮 3 与肼开环反应以良好到优异的产率生成了酞嗪酮。
