Prev. Article Next Article Table of Contents

Note

Copper-Catalyzed 1,2-Hydroxysulfenylation of Alkene Using Disulfide via Cleavage of the S−S Bond

Supporting Info

Nobukazu Taniguchi

Department of Chemistry, Fukushima Medical University, Fukushima 960-1295, Japan taniguti@fmu.ac.jp

J. Org. Chem., 2006, 71 (20), pp 7874–7876

DOI: 10.1021/jo060834l

Publication Date (Web): August 25, 2006

Abstract

Copper-catalyzed 1,2-hydroxysulfenylation of alkenes can be carried out by the use of disulfides and acetic acid in air. This reaction regio- and anti-selectively gave the corresponding 1,2-acetoxysulfides. Furthermore, the present method enables the use of both organosulfide groups of disulfide.

View: Full Text HTML | Hi-Res PDF

Tools

SciFinder Links

History

Published In Issue September 29, 2006
Received April 20, 2006

Recommend & Share

Related Content

Alkyl- or Arylthiolation of Aryl Iodide via Cleavage of the S−S Bond of Disulfide Compound by Nickel Catalyst and ZincThe Journal of Organic Chemistry
- Alkyl- or Arylthiolation of Aryl Iodide via Cleavage of the S−S Bond of Disulfide Compound by Nickel Catalyst and Zinc
  Nobukazu Taniguchi
  The Journal of Organic Chemistry 2004 69 (20), pp 6904–6906
  Abstract: Various aryl sulfides can be synthesized by nickel-catalyzed alkyl- or arylthiolation of aryl iodide with a disulfide compound. This reaction produces Ni(0) from NiBr₂−bpy by the reduction with zinc, and this generated complex works as an activating ...
  Abstract | Full Text HTML | Hi-Res PDF
Synthesis of 1,1-Disubstituted Alkyl Vinyl Sulfides via Rhodium-Catalyzed Alkyne Hydrothiolation: Scope and LimitationsThe Journal of Organic Chemistry
- Synthesis of 1,1-Disubstituted Alkyl Vinyl Sulfides via Rhodium-Catalyzed Alkyne Hydrothiolation: Scope and Limitations
  Jun Yang, Anthony Sabarre, Lauren R. Fraser, Brian O. Patrick and Jennifer A. Love
  The Journal of Organic Chemistry 2009 74 (1), pp 182–187
  Abstract: Described herein are the scope and limitations using Tp*Rh(PPh₃)₂ as a catalyst for alkyne hydrothiolation with alkyl thiols. In general, catalytic hydrothiolation proceeds in high yields and with high regioselectivity for a wide range of alkynes and ...
  Abstract | Full Text HTML | PDF w/ Links | Hi-Res PDF
Convenient Synthesis of Unsymmetrical Organochalcogenides Using Organoboronic Acids with Dichalcogenides via Cleavage of the S−S, Se−Se, or Te−Te Bond by a Copper CatalystThe Journal of Organic Chemistry
- Convenient Synthesis of Unsymmetrical Organochalcogenides Using Organoboronic Acids with Dichalcogenides via Cleavage of the S−S, Se−Se, or Te−Te Bond by a Copper Catalyst
  Nobukazu Taniguchi
  The Journal of Organic Chemistry 2007 72 (4), pp 1241–1245
  Abstract: This article describes the methodology for a copper-catalyzed preparation of numerous monochalcogenides from dichalcogenides with organoboronic acids. Unsymmetrical diorgano-monosulfides, selenides, and tellurides can be synthesized by the coupling of ...
  Abstract | Full Text HTML | Hi-Res PDF

Note

Copper-Catalyzed 1,2-Hydroxysulfenylation of Alkene Using Disulfide via Cleavage of the S−S Bond

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Alkyl- or Arylthiolation of Aryl Iodide via Cleavage of the S−S Bond of Disulfide Compound by Nickel Catalyst and Zinc

Synthesis of 1,1-Disubstituted Alkyl Vinyl Sulfides via Rhodium-Catalyzed Alkyne Hydrothiolation: Scope and Limitations

Convenient Synthesis of Unsymmetrical Organochalcogenides Using Organoboronic Acids with Dichalcogenides via Cleavage of the S−S, Se−Se, or Te−Te Bond by a Copper Catalyst

Other ACS content by these authors:

JOURNALS

BOOKS

MAGAZINE

COMMUNITIES

DIRECTORIES & DATABASES