钯催化2-亚甲基碳酸三亚甲基酯或亚甲基环氨基甲酸酯与氨基磺酸酯衍生的环状亚胺的[4 + 2]环加成反应。
Palladium-catalyzed [4 + 2] cycloaddition of 2-methylidenetrimethylene carbonate or methylene cyclic carbamate with sulfamate-derived cyclic imines.
作者信息
Sun Li, Li Jiyu, Wu Yafei, Li Ying, Chen Junqi, Xia Xiaoye, Yuan Chunhao, Guo Hongchao, Mao Biming
机构信息
School of Pharmaceutical Sciences & Institute of Materia Medica, Shandong First Medical University & Shandong Academy of Medical Sciences, Jinan 250117, Shandong, P. R. China.
School of Chemistry and Pharmaceutical Engineering, Shandong First Medical University, Shandong Academy of Medical Sciences, Taian 271016, Shandong, P. R. China.
出版信息
Org Biomol Chem. 2023 Oct 18;21(40):8107-8111. doi: 10.1039/d3ob01361h.
A palladium-catalyzed [4 + 2] cycloaddition of 2-methylidenetrimethylene carbonate or methylene cyclic carbamate with sulfamate-derived cyclic imines has been successfully developed under mild reaction conditions, affording pharmacologically interesting oxazine or hydropyrimidine derivatives in high yields (up to 99% yield). Furthermore, the cycloaddition reactions could be efficiently scaled up and several synthetic transformations were accomplished for the construction of other useful 1,3-oxazine and hydropyrimidinone derivatives.
在温和的反应条件下，成功开发了钯催化的碳酸亚乙酯或亚甲基环氨基甲酸酯与氨基磺酸酯衍生的环状亚胺的[4 + 2]环加成反应，以高收率（高达99%）得到了具有药理学意义的恶嗪或氢嘧啶衍生物。此外，该环加成反应可以有效地放大规模，并完成了一些合成转化，用于构建其他有用的1,3-恶嗪和氢嘧啶酮衍生物。
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