Palladium-Catalyzed Intermolecular Aryliodination of Internal Alkynes

Yong Ho Lee, Bill Morandi

Research output: Contribution to journalArticlepeer-review

54 Citations (Scopus)

Abstract

A completely atom economical palladium-catalyzed addition reaction has been developed to stereoselectively access functionalized tetrasubstituted alkenyl iodides. The palladium catalyst, which bears an electron-poor bidentate ligand rarely employed in catalysis, is essential to promote the high yielding and chemoselective intermolecular reaction between equimolar amounts of an alkyne and an aryl iodide. This new carbohalogenation reaction is an attractive alternative to traditional synthetic methods, which rely on multistep synthetic sequences and protecting-group manipulations.

Original languageEnglish
Pages (from-to)6444-6448
Number of pages5
JournalAngewandte Chemie - International Edition
Volume58
Issue number19
DOIs
Publication statusPublished - 2019 May 6
Externally publishedYes

Bibliographical note

Funding Information:
We acknowledge the Max-Planck-Society, the ERC (Shut-tleCat, Project ID: 757608), ETH Zürich and LG Chem (fellowship to Y.H.L.). We thank B. List for sharing analytical equipment, and the NMR, MS and X-ray departments of the MPI für Kohlenforschung for technical assistance.

Publisher Copyright:
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • alkenyl iodides
  • aryliodination
  • carbohalogenation
  • homogeneous catalysis
  • palladium

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

Fingerprint

Dive into the research topics of 'Palladium-Catalyzed Intermolecular Aryliodination of Internal Alkynes'. Together they form a unique fingerprint.

Cite this