Iron-Mediated Direct Arylation of Unactivated Arenes in Air

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

Biaryls are a common motif in both natural and synthetic chemicals. Several methods have recently been reported for the preparation of these compounds using direct arylation catalyzed by iron, other base metals, or transition-metal-free systems. To date, these methods have all required inert and/or forcing conditions, which limited their application in routine organic synthesis. In this article we report a protocol for direct arylation using a convenient FeCl3/1,10-phenanthroline system as precatalyst. The reaction proceeds under mild conditions (100 degrees C), under air, and with non-distilled solvent.

Original languageEnglish
Pages (from-to)3788-3793
Number of pages6
JournalEuropean Journal of Organic Chemistry
Volume2014
Issue number18
DOIs
Publication statusPublished - Jun 2014

Funding

Y.H. is grateful to the China Scholarship Council (CSC) for a doctoral scholarship. M.-E. M. and R. J. M. K. G. acknowledge the National Research School Combination Catalysis (NRSC-C) for financial support. The authors are thankful to Ton Zalm and Helen de Waard of the Petrology group, Faculty of Geosciences, Utrecht University for ICP-OES analysis.

Keywords

  • Synthetic methods
  • Cross-coupling
  • Arenes
  • Biaryls
  • Iron
  • Aryl halides
  • CATALYZED DIRECT ARYLATION
  • POTASSIUM T-BUTOXIDE
  • C-H ACTIVATION
  • ARYL HALIDES
  • BENZENE
  • FUNCTIONALIZATION
  • DECOMPOSITION
  • PROMOTE
  • BONDS
  • ION

Fingerprint

Dive into the research topics of 'Iron-Mediated Direct Arylation of Unactivated Arenes in Air'. Together they form a unique fingerprint.

Cite this