Next Article in Journal
A New C-3/C-3”-Biflavanone from the Roots of Stellera chamaejasme L
Next Article in Special Issue
Perfluoro Allyl Fluorosulfate (FAFS): A Versatile Building Block for New Fluoroallylic Compounds
Previous Article in Journal
Alkylphenol Activity against Candida spp. and Microsporum canis: A Focus on the Antifungal Activity of Thymol, Eugenol and O-Methyl Derivatives
Previous Article in Special Issue
Dehydration of (Perfluoroalkyl)tetramethylcyclopentenols
Article Menu

Article Versions

Export Article

Open AccessReview
Molecules 2011, 16(8), 6432-6464; doi:10.3390/molecules16086432

Recent Advances in the Application of SelectfluorTMF-TEDA-BF4 as a Versatile Mediator or Catalyst in Organic Synthesis

1
Laboratory for Organic and Bioorganic Chemistry, “Jožef Stefan” Institute, Jamova 39, 1000 Ljubljana, Slovenia
2
Centre of Excellence CIPKeBiP, Jamova 39, 1000 Ljubljana, Slovenia
Received: 14 June 2011 / Revised: 5 July 2011 / Accepted: 19 July 2011 / Published: 29 July 2011
(This article belongs to the Special Issue Fluorine Chemistry 2016)
Download PDF [1157 KB, uploaded 18 June 2014]   |  

Abstract

SelectfluorTM F-TEDA-BF4 (1-chloromethyl-4-fluoro-1,4-diazoniabicyclo [2.2.2]octane bis(tetrafluoroborate) is not only one of the most efficient and popular reagents for electrophilic fluorination, but as a strong oxidant is also a convenient mediator or catalyst of several “fluorine-free” functionalizations of organic compounds. Its applications as a mediator in transformations of oxidizable functional groups or gold-catalyzed C-C and C-heteroatom oxidative coupling reactions, a catalyst in formation of various heterocyclic rings, a reagent or catalyst of various functionalizations of electron-rich organic compounds (iodination, bromination, chlorination, nitration, thiocyanation, sulfenylation, alkylation, alkoxylation), a catalyst of one-pot-multi-component coupling reactions, a catalyst of regioselective ring opening of epoxides, a deprotection reagent for various protecting groups, and a mediator for stereoselective rearrangement processes of bicyclic compounds are reviewed and discussed.
Keywords: SelectfluorTM F-TEDA-BF4; oxidative transformations; coupling reactions; halogenation SelectfluorTM F-TEDA-BF4; oxidative transformations; coupling reactions; halogenation
Figures

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Stavber, S. Recent Advances in the Application of SelectfluorTMF-TEDA-BF4 as a Versatile Mediator or Catalyst in Organic Synthesis. Molecules 2011, 16, 6432-6464.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top