DAST and Deoxofluor Mediated Nucleophilic Fluorination Reactions of Organic Compounds

$71.00 plus tax (Refund Policy)

Buy Article:

Abstract:

Organofluorine compounds have had a marked impact on medicinal and agrochemical fields and the number of applications continues to grow. These significant contributions arise from the unique changes that occur in the physical and chemical properties of ordinary organic compounds wrought by the presence of fluorine or a fluorine-containing group. Among a large number of methods available to introduce fluorine into organic compounds, the nucleophilic replacement of oxygen with fluorine is one of the most practical ways. Although there are numerous fluorinating reagents available, diethylaminosulfur trifluoride (DAST) and bis(2-methoxyethyl)aminosulfur trifluoride (Deoxofluor) often are the reagents of choice. Organic compounds containing oxygen in hydroxyl and carbonyl groups are readily converted into their corresponding fluorinated analogues by the introduction of one or two fluorine atoms, respectively, through the use of these reagents. In some cases, depending upon the compound and the reaction conditions, a very useful nonfluorinated product can also be produced. Our interest in applying various synthetic methods to incorporate fluorine or a fluorinated group into a large variety of organic compounds encouraged us to summarize the recent chemistry of DAST and Deoxofluor.





Keywords: Glyoxal hydrates; NMR; Pummerer rearrangement; carbohydrates; debenzoylation; deprotection; furanoside rings; nucleophilicity; polyfluoroethers

Document Type: Research Article

Affiliations: Advance Research Chemicals, Inc., 1110 W. Keystone Avenue, Catoosa, OK 74015, USA.

Publication date: January 1, 2006

Related content

Tools

Favourites

Share Content

Access Key

Free Content
Free content
New Content
New content
Open Access Content
Open access content
Subscribed Content
Subscribed content
Free Trial Content
Free trial content
Cookie Policy
X
Cookie Policy
ingentaconnect website makes use of cookies so as to keep track of data that you have filled in. I am Happy with this Find out more