sh.sePublikationer
Ändra sökning
RefereraExporteraLänk till posten
Permanent länk

Direktlänk
Referera
Referensformat
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • harvard-anglia-ruskin-university
  • apa-old-doi-prefix.csl
  • sodertorns-hogskola-harvard.csl
  • sodertorns-hogskola-oxford.csl
  • Annat format
Fler format
Språk
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Annat språk
Fler språk
Utmatningsformat
  • html
  • text
  • asciidoc
  • rtf
Synthesis of imidazo[4,5-e]-2,1,3-benzoselenadiazoles and derivatives thereof
Södertörns högskola, Institutionen för livsvetenskaper. Karolinska Institutet.
Södertörns högskola, Institutionen för livsvetenskaper. Karolinska Institutet.
(Engelska)Manuskript (preprint) (Övrigt vetenskapligt)
Nationell ämneskategori
Organisk kemi
Identifikatorer
URN: urn:nbn:se:sh:diva-31998OAI: oai:DiVA.org:sh-31998DiVA, id: diva2:1072808
Anmärkning

Som manuskript i avhandling. As manuscript in dissertation.

Tillgänglig från: 2017-02-08 Skapad: 2017-02-08 Senast uppdaterad: 2025-10-07Bibliografiskt granskad
Ingår i avhandling
1. Synthesis of sulfur and seleniumn heterocycles, including derivatives of imidazopyridine and benzimidazole
Öppna denna publikation i ny flik eller fönster >>Synthesis of sulfur and seleniumn heterocycles, including derivatives of imidazopyridine and benzimidazole
2005 (Engelska)Doktorsavhandling, sammanläggning (Övrigt vetenskapligt)
Abstract [en]

The chemistry developed in this thesis can be divided into two parts. The first part, which is the major part of the thesis, contains syntheses towards analogues to mutagenic heterocyclic amines found in e.g. meat fried at high temperatures. The second part concentrates on the palladium-(0)catalyzed cross-coupling reactions of 4- and 5-substituted 2,1,3-benzoselenadiazoles. The heterocyclic amines described can be divided into the linear and the angular compounds. Five linear imidazo[4,5-b]pyridines were synthesised via the Friedländer reaction: 2-amino-1 - methylbenzothieno[2,3-e]imidazo[4,5-b]pyridine, 2-amino-1-methy-benzothieno [3,2-e] imidazo[4,5-b] pyridine, 2-amino-1-methylthieno[2,3-elimidazo[4,5-b]-pyridine, 2-amino-1methylthieno[3,2-e]imidazo[4,5-b]pyridine and the sulfur analogue to the cooked-food mutagen IFP, 2-amino- 1,6-dimethylthieno[2,3-e]imidazo[4,5-b]pyridine. Attempts were made to form three thienoimidazo[4,5-b]pyridines via stepwise condensation. The first condensation between creatinine and 2-nitro-3-thiophene-carbaldehyde, 3-amino-2thiophenecarbaldehyde and 4-azido3-thiophenecarbaldehyde yielded thenylidenomethyleneimidazolinones, but only one of these gave the ring closed compound 2-amino-1-methylthieno[2,3-e]imidazo[4,5-b]pyridine by a second condensation. In addition, 2-amino- 1 methyl benzoth ieno[3,2-e] imidazo[4,5 -b] pyridine was transformed into the 2-nitro- and 2-hydroxy derivative. The last linear isomer 2-amino-1methylimidazo[4,5-b]benzothiophene, was synthesized by a different route. The series of angular compounds are considered analogues to the food-mutagen IQx. A series of six homologues of 7-amino-imidazo[4,5-e]-2,1,3-benzoselenadiazoles. Four ring systems were obtained by treating 4-methylamino-3-nitro-phenylenedianmine with a range of biselectrophiles, namely: 2-amino-1-methylbenzo-thiadiazole, -triazole, -diazepinone and 2amino1 -methylimidazobenzimidazole. Among the palladium-(0)-catalyzed cros s- couplings, the Suzuki, Stille, Fleck and Sonogashira reactions were used. These were applied to 4-, or 5-bromo-2,1,3-benzoselenadiazoles. In addition, the 4- and 5-trimethyltin-2,1,3-benzoselenadiazole were synthesized.

Ort, förlag, år, upplaga, sidor
Stockholm: Karolinska instiutet, 2005. s. 40
Nationell ämneskategori
Organisk kemi
Identifikatorer
urn:nbn:se:sh:diva-32000 (URN)91-7140-597-6 (ISBN)
Disputation
2005-12-15, Hörsalen, plan 4, NOVUM, Hälsovägen 7-9, Huddinge, 10:00 (Engelska)
Opponent
Handledare
Tillgänglig från: 2017-02-08 Skapad: 2017-02-08 Senast uppdaterad: 2025-10-07Bibliografiskt granskad

Open Access i DiVA

Fulltext saknas i DiVA

Person

Björk, MalinGrivas, Spiros

Sök vidare i DiVA

Av författaren/redaktören
Björk, MalinGrivas, Spiros
Av organisationen
Institutionen för livsvetenskaper
Organisk kemi

Sök vidare utanför DiVA

GoogleGoogle Scholar

urn-nbn

Altmetricpoäng

urn-nbn
Totalt: 288 träffar
RefereraExporteraLänk till posten
Permanent länk

Direktlänk
Referera
Referensformat
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • harvard-anglia-ruskin-university
  • apa-old-doi-prefix.csl
  • sodertorns-hogskola-harvard.csl
  • sodertorns-hogskola-oxford.csl
  • Annat format
Fler format
Språk
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Annat språk
Fler språk
Utmatningsformat
  • html
  • text
  • asciidoc
  • rtf