4.4 Article

Copper-Promoted Direct Decarboxylative C3-Acylation of Electron-Rich Indolizines Using α-Keto Acids

Journal

CHEMISTRYSELECT
Volume 7, Issue 21, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.202104426

Keywords

Acylation; C-H activation; Decarboxylation; Indolizine; alpha-Keto acids

Funding

  1. Natural Science Fund of Shandong Province [ZR2021MB033]
  2. Innovative Research Programs of Higher Education of Shandong Province [2019KJC009]
  3. Incubation Program of Youth Innovation of Shandong Province

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In this study, a Cu-promoted reaction method for C3-acylation of electron-rich indolizines was described. The reaction conditions were simple and various indolizine derivatives were successfully synthesized and characterized. The structure of product 3a was confirmed, and a proposed mechanism was also presented.
C-3 substituted indolizines are important biological heterocycles and luminescent molecules. The development of new methods for direct arylation of indolizines is highly desired. Herein, the C3-acylation of electron-rich indolizines with alpha-keto acids through Cu-promoted decarboxylation was descried. Under this simple reaction conditions, a variety of indolizine derivatives were synthesized and characterized. The structure of product 3 a was confirmed in an X-ray crystal analysis. In addition, the mechanism was also proposed.

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