4.5 Article

Amine-Catalyzed Cascade Synthesis of 3,4-Diunsubstituted Coumarins

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 21, Pages 4499-4502

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300538

Keywords

Natural products; Organocatalysis; Domino reactions; Decarboxylation; Amines

Funding

  1. National University of Singapore
  2. Singapore Ministry of Education, National Research Foundation [R143000443112, R143000532112, NRF-CRP7-2010-03]

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We disclose an efficient route to synthesize 3,4-diunsubstituted coumarins through a cascade organocatalytic reaction. The reaction is catalyzed by using of a combination of benzylamine (10 mol-%) and triethylamine (10 mol-%). Various salicylaldehydes were tested, and the corresponding coumarin products were obtained in good to high yields under mild and metal-free reaction conditions.

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