uu.seUppsala University Publications
Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Direct synthesis of cyclic ketals of acetophenones by palladium-catalyzed arylation of hydroxyalkyl vinyl ethers
1997 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 62, no 22, 7858-7862 p.Article in journal (Refereed) Published
Resource type
Text
Abstract [en]

Reaction of 2-hydroxyethyl vinyl ether, 4-hydroxybutyl vinyl ether, or di(ethylene glycol) vinyl ether with aryl triflates, aryl bromides, or iodobenzene in presence of a catalytical amount of palladium acetate and the bidentate ligand DPPP provides a direct entry to cyclic ketals of acetophenones. It is postulated that the reaction proceeds via an initial alpha-arylation of the vinyl ethers to give labile aryl vinyl ether intermediates, which undergo subsequent ketalization in presence of protons in the reaction media. The method merits attention due to the simplicity of the experimental procedure and the possibility of selective ketal formation in the presence of an additional carbonyl group.

Place, publisher, year, edition, pages
UNIV UPPSALA,UPPSALA BIOMED CTR,DEPT ORGAN PHARMACEUT CHEM,S-75123 UPPSALA,SWEDEN., 1997. Vol. 62, no 22, 7858-7862 p.
National Category
Natural Sciences
Identifiers
URN: urn:nbn:se:uu:diva-275394DOI: 10.1021/jo971454qISI: A1997YD81100056OAI: oai:DiVA.org:uu-275394DiVA: diva2:900241
Available from: 2016-02-03 Created: 2016-02-03 Last updated: 2017-11-30

Open Access in DiVA

No full text

Other links

Publisher's full text
In the same journal
Journal of Organic Chemistry
Natural Sciences

Search outside of DiVA

GoogleGoogle Scholar

doi
urn-nbn

Altmetric score

doi
urn-nbn
Total: 200 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf