Prev. Article Next Article Table of Contents

Letter

A Simple Catalytic Method for the Regioselective Halogenation of Arenes

Supporting Info

Dipannita Kalyani, Allison R. Dick, Waseem Q. Anani, and Melanie S. Sanford*

University of Michigan, Department of Chemistry, 930 North University Avenue, Ann Arbor, Michigan 48109-1055

Org. Lett., 2006, 8 (12), pp 2523–2526

DOI: 10.1021/ol060747f

Publication Date (Web): May 19, 2006

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, mssanfor@umich.edu

Abstract

This paper describes a mild palladium-catalyzed method for the regioselective chlorination, bromination, and iodination of arene C−H bonds using N-halosuccinimides as oxidants. These transformations have been applied to a wide array of substrates and can provide products that are complementary to those obtained via conventional electrophilic aromatic substitution reactions.

View: Full Text HTML | Hi-Res PDF

Tools

SciFinder Links

History

Published In Issue June 08, 2006
Received March 27, 2006

Recommend & Share

Related Content

Oxidative C−H Activation/C−C Bond Forming Reactions: Synthetic Scope and Mechanistic InsightsJournal of the American Chemical Society
- Oxidative C−H Activation/C−C Bond Forming Reactions: Synthetic Scope and Mechanistic Insights
  Dipannita Kalyani, Nicholas R. Deprez, Lopa V. Desai, and Melanie S. Sanford
  Journal of the American Chemical Society 2005 127 (20), pp 7330–7331
  Abstract: This paper describes a new palladium-catalyzed method for C−H activation/carbon−carbon bond formation with hypervalent iodine arylating agents. This transformation has been applied to a variety of arene and benzylic substrates containing different ...
  Abstract | Full Text HTML | Hi-Res PDF
Palladium-Catalyzed Fluorination of Carbon−Hydrogen Bonds Palladium-Catalyzed Fluorination of Carbon−Hydrogen BondsJournal of the American Chemical Society
- Palladium-Catalyzed Fluorination of Carbon−Hydrogen Bonds Palladium-Catalyzed Fluorination of Carbon−Hydrogen Bonds
  Kami L. Hull, Waseem Q. Anani, and Melanie S. Sanford
  Journal of the American Chemical Society 2006 128 (22), pp 7134–7135
  Abstract: This communication describes the development of a new Pd-catalyzed method for the fluorination of carbon−hydrogen bonds. A key step of these transformations involves palladium-mediated carbon−fluorine couplinga much sought after, but previously ...
  Abstract | Full Text HTML | Hi-Res PDF
Catalytic and Highly Regioselective Cross-Coupling of Aromatic C−H SubstratesJournal of the American Chemical Society
- Catalytic and Highly Regioselective Cross-Coupling of Aromatic C−H Substrates
  Kami L. Hull and Melanie S. Sanford
  Journal of the American Chemical Society 2007 129 (39), pp 11904–11905
  Abstract: This communication describes a new Pd-catalyzed reaction for the highly chemo- and regioselective oxidative cross-coupling of aromatic C−H bonds. This transformation is proposed to proceed via two discrete C−H activation steps whose selectivities are ...
  Abstract | Full Text HTML | Hi-Res PDF

Letter

A Simple Catalytic Method for the Regioselective Halogenation of Arenes

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Oxidative C−H Activation/C−C Bond Forming Reactions: Synthetic Scope and Mechanistic Insights

Palladium-Catalyzed Fluorination of Carbon−Hydrogen Bonds Palladium-Catalyzed Fluorination of Carbon−Hydrogen Bonds

Catalytic and Highly Regioselective Cross-Coupling of Aromatic C−H Substrates

Other ACS content by these authors:

JOURNALS

BOOKS

MAGAZINE

COMMUNITIES

DIRECTORIES & DATABASES