4.7 Article

A Rapid and Efficient Sonogashira Protocol and Improved Synthesis of Free Fatty Acid 1 (FFA1) Receptor Agonists

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 4, Pages 1301-1304

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo902533p

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Funding

  1. Danish Natural Science Research Council
  2. Danish Medical Research Council
  3. The Danish Council for Independent Research/Technology and Production Sciences [09-070364]

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A protocol for rapid and efficient Pd/Cu-catalyzed coupling of aryl bromides and iodides to terminal alkynes has been developed with use of 2-(di-tert-butylphosphino)-N-phenylindole (cataCXium PIntB) as ligand in TMEDA and water. The new protocol successfully couples substrates which failed with standard Sonogashira conditions, and enables an efficient general synthetic route to free fatty acid 1 (FFA1) receptor ligands from 3-(4-bromophenyl)-propionic acid.

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