Prev. Article Next Article Table of Contents

Communication

Room-Temperature Hiyama Cross-Couplings of Arylsilanes with Alkyl Bromides and Iodides

Supporting Info

Jae-Young Lee and Gregory C. Fu*

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139

J. Am. Chem. Soc., 2003, 125 (19), pp 5616–5617

DOI: 10.1021/ja0349352

Publication Date (Web): April 16, 2003

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

, gcf@mit.edu

Abstract

The first method for achieving Hiyama couplings of unactivated alkyl bromides and iodides is reported. The desired carbon−carbon bond formation proceeds under mild conditions (room temperature) with good functional-group tolerance.

View: Full Text HTML | Hi-Res PDF

Tools

SciFinder Links

History

Published In Issue May 14, 2003
Received February 28, 2003

Recommend & Share

Related Content

Nickel-Catalyzed Cross-Couplings of Organosilicon Reagents with Unactivated Secondary Alkyl BromidesJournal of the American Chemical Society
- Nickel-Catalyzed Cross-Couplings of Organosilicon Reagents with Unactivated Secondary Alkyl Bromides
  David A. Powell and Gregory C. Fu
  Journal of the American Chemical Society 2004 126 (25), pp 7788–7789
  Abstract: A metal-catalyzed cross-coupling of organosilicon compounds with alkyl halides has been developed. Noteworthy attributes of the method are its scope (secondary electrophiles), its high functional-group compatibility, and the air stability of the catalyst ...
  Abstract | Full Text HTML | Hi-Res PDF
Cross-Couplings of Unactivated Secondary Alkyl Halides: Room-Temperature Nickel-Catalyzed Negishi Reactions of Alkyl Bromides and IodidesJournal of the American Chemical Society
- Cross-Couplings of Unactivated Secondary Alkyl Halides: Room-Temperature Nickel-Catalyzed Negishi Reactions of Alkyl Bromides and Iodides
  Jianrong (Steve) Zhou and Gregory C. Fu
  Journal of the American Chemical Society 2003 125 (48), pp 14726–14727
  Abstract: The development of a nickel- or palladium-catalyzed method for cross-coupling unactivated secondary alkyl halides has been a long-standing challenge in synthetic chemistry. This communication describes a simple catalyst system-Ni(cod)₂/s-Bu-Pybox-that ...
  Abstract | Full Text HTML | Hi-Res PDF
Amino Alcohols as Ligands for Nickel-Catalyzed Suzuki Reactions of Unactivated Alkyl Halides, Including Secondary Alkyl Chlorides, with Arylboronic Acids Amino Alcohols as Ligands for Nickel-Catalyzed Suzuki Reactions of Unactivated Alkyl Halides, Including Secondary Alkyl Chlorides, with Arylboronic AcidsJournal of the American Chemical Society
- Amino Alcohols as Ligands for Nickel-Catalyzed Suzuki Reactions of Unactivated Alkyl Halides, Including Secondary Alkyl Chlorides, with Arylboronic Acids Amino Alcohols as Ligands for Nickel-Catalyzed Suzuki Reactions of Unactivated Alkyl Halides, Including Secondary Alkyl Chlorides, with Arylboronic Acids
  Francisco González-Bobes and Gregory C. Fu
  Journal of the American Chemical Society 2006 128 (16), pp 5360–5361
  Abstract: Suzuki cross-coupling reactions of an unprecedented array of unactivated primary and secondary alkyl halides (including challenging alkyl chlorides) can be accomplished through the use of nickel/amino alcohol-based catalysts. Both the nickel precatalyst ...
  Abstract | Full Text HTML | Hi-Res PDF

Communication

Room-Temperature Hiyama Cross-Couplings of Arylsilanes with Alkyl Bromides and Iodides

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Nickel-Catalyzed Cross-Couplings of Organosilicon Reagents with Unactivated Secondary Alkyl Bromides

Cross-Couplings of Unactivated Secondary Alkyl Halides: Room-Temperature Nickel-Catalyzed Negishi Reactions of Alkyl Bromides and Iodides

Other ACS content by these authors:

JOURNALS

BOOKS

MAGAZINE

COMMUNITIES

DIRECTORIES & DATABASES