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
Cyclic amidines as precursors for imidazoles
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
Show others and affiliations
2015 (English)In: ARKIVOC, ISSN 1551-7004, E-ISSN 1551-7012, 219-229 p.Article in journal (Refereed) Published
Abstract [en]

The regioselective nucleophilic reactivity of cyclic amidines is considered in the context of their reactions with 2-haloketones to generate imidazoles. Since the tautomer with an endocyclic imine is favoured, reaction with the 2-haloketone electrophile proceeds via initial alkylation at the ring nitrogen. This was confirmed by repeating a suitable literature reaction and submitting the isolated product to single-crystal X-ray analysis.

Place, publisher, year, edition, pages
2015. 219-229 p.
Keyword [en]
Imidazole synthesis, cyclic amidine, regioselectivity, single-crystal analysis
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:uu:diva-261330DOI: 10.3998/ark.5550190.p009.134ISI: 000358993800017OAI: oai:DiVA.org:uu-261330DiVA: diva2:850521
Available from: 2015-09-01 Created: 2015-09-01 Last updated: 2017-12-04Bibliographically approved

Open Access in DiVA

fulltext(172 kB)254 downloads
File information
File name FULLTEXT01.pdfFile size 172 kBChecksum SHA-512
e61e05c57641abfbb75b985b492f80e3a730c8f057e41978df6444f20127182f888e5cf43f98d4da387274f22de7ff9bbac904cbc925b6151957a2837fbb962d
Type fulltextMimetype application/pdf

Other links

Publisher's full text

Authority records BETA

Stevens, Marc Y.Odell, Luke R.

Search in DiVA

By author/editor
Stevens, Marc Y.Odell, Luke R.
By organisation
Organic Pharmaceutical Chemistry
In the same journal
ARKIVOC
Chemical Sciences

Search outside of DiVA

GoogleGoogle Scholar
Total: 254 downloads
The number of downloads is the sum of all downloads of full texts. It may include eg previous versions that are now no longer available

doi
urn-nbn

Altmetric score

doi
urn-nbn
Total: 685 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