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Silica gel-promoted synthesis of multisubstituted spiroindolenines from tryptamines and γ-chloro-α,β-unsaturated ketones
Tetrahedron ( IF 2.1 ) Pub Date : 2020-11-17 , DOI: 10.1016/j.tet.2020.131765
Qiang-Qiang Liu , Chao Zheng , Shu-Li You

Here we report a one-pot synthesis of multisubstituted spiroindolenines from a series of tryptamine derivatives with γ-chloro-α,β-unsaturated ketones. The reaction sequence consists of base-induced condensation and silica gel-promoted intramolecular Michael addition. The target molecules are afforded in up to 90% yield with up to >20:1 diastereoselectivity.



中文翻译:

硅胶促进的由色胺和γ-β-不饱和酮合成多取代螺亚胺

在这里,我们报道了由一系列具有γ-β-不饱和酮的色胺胺衍生物一锅法合成的多取代螺环吲哚胺。反应顺序包括碱诱导的缩合反应和硅胶促进的分子内迈克尔加成反应。目标分子的产率高达90%,非对映选择性高达> 20:1

更新日期:2020-12-16
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