Logo: to the web site of Uppsala University

uu.sePublications from Uppsala University
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
Microwave-Assisted Synthesis of Aryl β-Ketophosphonates via PdII Catalysis.
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry. (Preparative Medicinal Chemistry)
2024 (English)Independent thesis Advanced level (degree of Master (Two Years)), 30 credits / 45 HE creditsStudent thesis
Abstract [en]

β-ketophosphonates are organophosphorus compounds of immense versatility. They resemble naturally occurring functionalities and have been utilized as enzyme inhibitors. Their reactivity is highlighted by their pivotal role in the Horner-Wadsworth-Emmons and Still-Gennari reactions to facilitate the stereoselective synthesis of alkenes. Consequently, the development of practical and efficient methodologies for β-ketophosphonate synthesis is of considerable importance. This study details the successful optimization of the PdII-catalyzed synthesis of aryl β-ketophosphonates via addition of aryl boronic acids to diethyl cyanomethyl phosphonate. The optimization processes involved a thorough evaluation of several parameters, including the catalyst system, solvent composition, temperature, reaction time, and atmospheric conditions. This accomplished the synthesis β-ketophosphonates with good yields in a relatively short timeframe. The method demonstrates high efficiency and practicality, providing a streamlined pathway for the synthesis of these invaluable compounds. 

Place, publisher, year, edition, pages
2024.
Keywords [en]
optimization, palladium, catalysis, PdII, aryl boronic acids, phosphonate, nitrile, β-Ketophosphonates, PdII catalysis, cyanomethyl phosphonate, HWE, Horner-Wadsworth-Emmons, Still-Gennari
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:uu:diva-533568OAI: oai:DiVA.org:uu-533568DiVA, id: diva2:1878319
Educational program
Master Programme in Drug Discovery and Development
Supervisors
Examiners
Available from: 2024-06-27 Created: 2024-06-26 Last updated: 2024-06-27Bibliographically approved

Open Access in DiVA

No full text in DiVA

By organisation
Department of Medicinal Chemistry
Organic Chemistry

Search outside of DiVA

GoogleGoogle Scholar

urn-nbn

Altmetric score

urn-nbn
Total: 187 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