The indoleacetic acids in IMCRs: a three-component Ugi reaction involving TosMIC

TETRAHEDRON

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Article

Neochoritis, Constantinos G.¹  Livadiotou, Despina²  Tsiaras, Vassilios²  Zarganes-Tzitzikas, Tryfon¹  Samatidou, Evanthia² 

[1] Univ Groningen, Dept Pharm, A Deusinglaan 1, NL-9700 AV Groningen, Netherlands

[2] Aristotle Univ Thessaloniki, Dept Chem, Thessaloniki 54124, Macedonia, Greece

关键词: Multi-component reactions;    Ugi reaction;    Passerini reaction;    TosMIC;    Indoleacetic acid;   

DOI  :  10.1016/j.tet.2016.07.013

来源: Elsevier

【 摘 要 】

Isocyanide-based MCRs (IMCRs) involving for the first time the biological and pharmaceutical active indoleacetic acids are studied. In particular, the catalytic behavior of 2-acetyl-indoleacetic acid in the Ugi three-component reaction with TosMIC is emphasized. The reaction was optimized, revealing the catalytic role of aromatic carboxylic acids as well, yielding a small library of a-aminoamides. Full assignment of all H-1 and C-13 NMR chemical shifts has been unambiguously achieved. (C) 2016 Elsevier Ltd. All rights reserved.

【 授权许可】

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