有机催化串联反应构建螺环丙烷−氧化吲哚类化合物的研究

Synthesis of spiro cyclopropane-oxyindole compounds by organic catalytic reaction

摘要: 成功设计合成了4种C₂轴手性结构上下对称的硫脲催化剂，并将其用于不对称催化构建螺环丙烷−氧化吲哚类化合物的合成. 实验结果表明，在室温25 ℃下，x=10% 3a作为催化剂，溶剂为CHCl₃，合成的螺环丙烷−氧化吲哚得到较好的产率（89%）和较高的对映选择性（87%）. 该反应具有环境友好、反应条件温和、催化剂廉价易得等优点. 该方法为具有生物药理活性的螺环丙烷−氧化吲哚骨架的合成提供了重要途径.

Abstract: In this paper, four thiourea catalysts containing chiral carbon and C₂ chiral axis were designed and synthesized successfully, and they were used for the asymmetric synthesis of spiral cyclopropane-indole oxide compounds. The experimental results showed that the synthesis of spiro cyclopropane-oxyindole obtained better yield (89%) and higher enantioselectivity (87%) at room temperature 25 ℃ with 10 mol% 3a as catalyst and CHCl₃ as solvent. The reaction has the advantages of friendly environment, mild reaction condition and cheap catalyst. This method provides an important way for the synthesis of snail cyclopropane-oxyindole skeleton with biological pharmacological activity.