sh.sePublications
Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • 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
Synthetic applications of 3-(cyanoacetyl)indoles and related compounds
Södertörn University, School of Chemistry, Biology, Geography and Environmental Science. Karolinska Institutet.
Södertörn University, School of Chemistry, Biology, Geography and Environmental Science. Karolinska Institutet.
Södertörn University, School of Chemistry, Biology, Geography and Environmental Science. Karolinska Institutet.
Södertörn University, School of Chemistry, Biology, Geography and Environmental Science. Karolinska Institutet.
2005 (English)In: Journal of Heterocyclic Chemistry, ISSN 0022-152X, E-ISSN 1943-5193, Vol. 42, no 1, 141-145 p.Article in journal (Refereed) Published
Abstract [en]

Various synthetic applications of 3-(cyanoacetyl)indoles, as well as syntheses of some related indoles, have been investigated. Diethyl 2-(1H-indol-3-yl)-2-oxoethylphosphonate and a methyl derivative thereof have been prepared in one step from indole. Moreover, it was demonstrated that 3-(cyanoacetyl)indoles are useful starting materials for the preparation of for example 3-(1H-indol-3-yl)-3-oxopropanamides, 3-heteroarylindoles or 3-heteroaroylindoles.

Place, publisher, year, edition, pages
2005. Vol. 42, no 1, 141-145 p.
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:sh:diva-14397DOI: 10.1002/jhet.5570420122ISI: 000227157500022ScopusID: 2-s2.0-17844400315OAI: oai:DiVA.org:sh-14397DiVA: diva2:468860
Note

Som manuskript i avhandling. As manuscript in dissertation.

Available from: 2011-12-21 Created: 2011-12-21 Last updated: 2017-02-06Bibliographically approved
In thesis
1. Cyanoacetylation of indoles, pyrroles and amines, and synthetic uses of these products
Open this publication in new window or tab >>Cyanoacetylation of indoles, pyrroles and amines, and synthetic uses of these products
2005 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

This thesis is based on an organic synthetic project aimed towards development of small molecules acting on the P2 receptor as well as development of synthetic methods to such molecules (primarily indoles and featuring isatogens in particular). The new methodology includes cyanoacetylation of indoles, pyrroles, amines, and enamines using cyanoacetic acid in acetic anhydride. The molecules obtained (e.g. 3-cyanoacetylindole) could be further functionalized by nitrosation followed by reduction. Cyanoacetylated anilines carrying an appropriate substituent (e.g NO2) could be cyclized to quinoxaline-N-oxides, a class of molecules which have been considered as analogues to isatogens. The molecule 2,2'-pyridylisatogen tosylate (PIT) is particularly interesting within this class because of its documented interaction with the P2 receptor.

Place, publisher, year, edition, pages
Stockholm: Karolinska instiutet, 2005. 39 p.
National Category
Chemical Sciences
Identifiers
urn:nbn:se:sh:diva-31953 (URN)91-7140-269-1 (ISBN)
Public defence
2005-03-18, 4U, Alfred Nobels allé, Huddinge, 10:00 (English)
Opponent
Supervisors
Available from: 2017-02-06 Created: 2017-02-06 Last updated: 2017-02-06Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full textScopus

Search in DiVA

By author/editor
Bergman, Jan
By organisation
School of Chemistry, Biology, Geography and Environmental Science
In the same journal
Journal of Heterocyclic Chemistry
Organic Chemistry

Search outside of DiVA

GoogleGoogle Scholar

Altmetric score

Total: 64 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • 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