铑催化通过 C-H 活化的 [4 + 1] 环化反应合成具有季碳的多样杂环化合物。
Rhodium-Catalyzed [4 + 1] Cyclization via C-H Activation for the Synthesis of Divergent Heterocycles Bearing a Quaternary Carbon.
机构信息
Drug Discovery Department , H. Lee Moffitt Cancer Center and Research Institute , 12902 Magnolia Drive , Tampa , Florida 33612-9416 , United States.
Departments of Oncologic Sciences and Chemistry , University of South Florida , Tampa , Florida 33612 , United States.
出版信息
J Org Chem. 2018 Apr 20;83(8):4650-4656. doi: 10.1021/acs.joc.8b00397. Epub 2018 Apr 9.
Abstract
The development of an efficient approach to construct fused polycyclic systems bearing a quaternary carbon center represents a great challenge to synthetic chemistry. Herein, we report a Rh(III)-catalyzed [4 + 1] annulation of propargyl alcohols with various heterocyclic scaffolds under an air atmosphere. Diverse fused heterocycles containing a quaternary carbon center were obtained in moderate to good yields. Additionally, this method features a high atom-economy, metal oxidant free, simple operation, and compatibility with various functional groups.
摘要
发展一种有效的方法来构建具有季碳原子的稠合多环体系对合成化学来说是一个巨大的挑战。在此，我们报道了在空气氛围下，通过 Rh(III)催化的丙炔醇与各种杂环骨架的[4+1]环加成反应。在中等至良好的收率下，得到了多种含有季碳原子的稠合杂环化合物。此外，该方法具有原子经济性高、无需金属氧化剂、操作简单以及与各种官能团兼容等特点。
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