4.8 Article

Palladium-Catalyzed Hydroamidocarbonylation of Olefins to Imides

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 35, Pages 10239-10243

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201503954

Keywords

alkenes; amides; carbonylation; homogeneous catalysis; imides

Funding

  1. Bundesminsterium fur Bildung und Forschung (BMBF)
  2. State of Mecklenburg-Vorpommern
  3. Shanghai Institute of Organic Chemistry-Zhejiang Medicine joint fellowship

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Carbonylation reactions allow the efficient synthesis of all kinds of carbonyl-containing compounds. Here, we report a straightforward synthesis of various imides from olefins and CO for the first time. The established hydroamidocarbonylation reaction affords imides in good yields (up to 90%) and with good regioselectivity (up to 99: 1) when applying different alkenes and amides. The synthetic potential of the method is highlighted by the synthesis of Aniracetam by intramolecular hydroamidocarbonylation. Carbonylation reactions using carbon monoxide (CO) as one of the cheapest and most flexible

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