Document Detail


Selective fluoroalkylations with fluorinated sulfones, sulfoxides, and sulfides.
MedLine Citation:
PMID:  17708659     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Efficient fluoroalkylations have been proven to be a highly useful strategy for the synthesis of bioactive fluorine-containing compounds and other materials. The design and use of a single category of reagents for multiple synthetic goals are much more attractive to preparative organic chemists. In this Account, we show how we have succeeded in the nucleophilic trifluoromethylation, difluoromethylation, difluoromethylenation, (phenylsulfonyl)difluoromethylation, (phenylthio)difluoromethylation, and monofluoromethylation as well as radical (phenylsulfonyl)difluoromethylation and electrophilic difluoromethylation by using fluorinated sulfones, sulfoxides, sulfides, or fluorinated sulfonium salts. The chemistry not only provides practically powerful synthetic methods, but the molecular design concept that we have developed may also be adopted to tackle other related chemical problems.
Authors:
G K Surya Prakash; Jinbo Hu
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't     Date:  2007-08-21
Journal Detail:
Title:  Accounts of chemical research     Volume:  40     ISSN:  0001-4842     ISO Abbreviation:  Acc. Chem. Res.     Publication Date:  2007 Oct 
Date Detail:
Created Date:  2007-10-17     Completed Date:  2007-12-19     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0157313     Medline TA:  Acc Chem Res     Country:  United States    
Other Details:
Languages:  eng     Pagination:  921-30     Citation Subset:  IM    
Affiliation:
Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, USA. gprakash@usc.edu.
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MeSH Terms
Descriptor/Qualifier:
Alkylation
Fluorine / chemistry*
Indicators and Reagents / chemistry
Sulfides / chemistry*
Sulfones / chemistry*
Sulfoxides / chemistry*
Chemical
Reg. No./Substance:
0/Indicators and Reagents; 0/Sulfides; 0/Sulfones; 0/Sulfoxides; 7782-41-4/Fluorine

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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