Prev. Article Next Article Table of Contents

Letter

A General Method for the Formation of Aryl−Sulfur Bonds Using Copper(I) Catalysts

Supporting Info

Craig G. Bates, Rattan K. Gujadhur, and D. Venkataraman*

Department of Chemistry, University of Massachusetts, 710 N. Pleasant Street, Amherst, Massachusetts 01003

Org. Lett., 2002, 4 (16), pp 2803–2806

DOI: 10.1021/ol0264105

Publication Date (Web): July 12, 2002

To whom correspondence should be addressed.

Abstract

We report a mild, palladium-free synthetic protocol for the cross-coupling reaction of aryl iodides and thiols using 10 mol % CuI and 10 mol % neocuproine, with NaOt-Bu as the base, in toluene at 110 °C. Using this protocol, we have shown that a variety of aryl sulfides can be synthesized in excellent yields from readily available iodides and thiols.

View: Full Text HTML | Hi-Res PDF

Tools

SciFinder Links

Explore by:

Author of this Article Any Author Research Topic

History

Published In Issue August 08, 2002
Received June 21, 2002

Recommend & Share

Related Content

A General, Efficient, and Inexpensive Catalyst System for the Coupling of Aryl Iodides and ThiolsOrganic Letters
- A General, Efficient, and Inexpensive Catalyst System for the Coupling of Aryl Iodides and Thiols
  Fuk Yee Kwong and Stephen L. Buchwald
  Organic Letters 2002 4 (20), pp 3517–3520
  Abstract: An efficient copper-catalyzed carbon−sulfur bond formation reaction was developed. This method is particularly noteworthy given its experimental simplicity, high generality, and exceptional level of functional group toleration and the low cost of the ...
  Abstract | Full Text HTML | Hi-Res PDF
A General and Long-Lived Catalyst for the Palladium-Catalyzed Coupling of Aryl Halides with ThiolsJournal of the American Chemical Society
- A General and Long-Lived Catalyst for the Palladium-Catalyzed Coupling of Aryl Halides with Thiols
  Manuel A. Fernández-Rodríguez, Qilong Shen, and John F. Hartwig
  Journal of the American Chemical Society 2006 128 (7), pp 2180–2181
  Abstract: A general catalytic system for the coupling of aryl halides and sulfonates with thiols based on the use of the CyPF-t-Bu ligand (1) is reported. The reactions catalyzed by complexes of 1 occur in excellent yields with broad scope and exhibit extraordinary ...
  Abstract | Full Text HTML | Hi-Res PDF
Metal-Catalyzed Carbon−Sulfur Bond FormationChemical Reviews
- Metal-Catalyzed Carbon−Sulfur Bond Formation
  Teruyuki Kondo and Take-aki Mitsudo
  Chemical Reviews 2000 100 (8), pp 3205–3220
  Abstract | Full Text HTML | Hi-Res PDF

Other ACS content by these authors:

1155 Sixteenth Street N.W., Washington, DC 20036

ACS Publications is a partner of:

Technology Partner - Atypon Systems, Inc.

#qs-wrap {display: none !important;} #nsMsg-wrap { clear: both; position: absolute; top: 65px; left: 0; width: 100%; z-index: 500; } #nsMsg { width: 1000px; margin: 0 auto; } #nsMsg p { float: right; display: block; width: 415px; height: 55px; margin-right: 15px; padding: 5px; background: #ffc; border: 2px solid gold; text-align: left; font-size:.8em; }

Because you do not have JavaScript enabled, the Quick Search functionality is not displayed here. Please enable JavaScript or use the Advanced Search Page.

Letter

A General Method for the Formation of Aryl−Sulfur Bonds Using Copper(I) Catalysts

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

A General, Efficient, and Inexpensive Catalyst System for the Coupling of Aryl Iodides and Thiols

A General and Long-Lived Catalyst for the Palladium-Catalyzed Coupling of Aryl Halides with Thiols

Metal-Catalyzed Carbon−Sulfur Bond Formation

Other ACS content by these authors:

JOURNALS

BOOKS

MAGAZINE

COMMUNITIES

DIRECTORIES & DATABASES