Document Detail


Selective synthesis of fluorinated furan derivatives via AgNO3-catalyzed activation of an electronically deficient triple bond.
MedLine Citation:
PMID:  17910507     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
The transition metal-catalyzed direct activation of electron deficient triple bonds was investigated by using the combined electron withdrawing effects of two fluorine atoms to modulate the electronic density of the triple bond. With use of catalytic amounts of AgNO3 (10 mol %) the synthesis of substituted 3,3-difluoro-4,5-dihydrofurans from gem-difluorohomopropargyl alcohols occurred in excellent NMR yields. Treatment of these dihydrofurans with SiO2 or Pd/H2 yielded the corresponding 3-fluorinated furans and 3,3-difluorotetrahydrofurans.
Authors:
Satoru Arimitsu; Gerald B Hammond
Related Documents :
23184897 - Ir spectroscopy of the 4-aminobenzonitrile-ar cluster in the s(0) , s(1) neutral and d(...
22124987 - Photoionization and dissociation of the monoterpene limonene: mass spectrometric and co...
21307407 - Charge coupled device (ccd) area detector for on-line (40- to 80-ms) acquisition of lau...
14593087 - Distinct molecular recognition of psychostimulants by human and drosophila serotonin tr...
2778517 - Electronic mail basics.
20867527 - Spin contribution to the ponderomotive force in a plasma.
Publication Detail:
Type:  Journal Article     Date:  2007-10-02
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  72     ISSN:  0022-3263     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2007 Oct 
Date Detail:
Created Date:  2007-10-19     Completed Date:  2008-01-07     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  8559-61     Citation Subset:  -    
Affiliation:
Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, USA.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:

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


Previous Document:  Electrophilic chemistry of thia-PAHs: stable carbocations (NMR and DFT), S-alkylated onium salts, mo...
Next Document:  Light-induced off-flavor development in cloudy apple juice.