(4‐(2‐Hydroxyphenyl) imidazolium Salts as Organocatalysts for Cycloaddition of Isocyanates and Epoxides to Yield Oxazolidin‐2‐ones

Abstract: Novel salts based on 1,3‐dibutyl‐4‐(2‐hydroxyphenyl)‐1H‐imidazolium bromide or iodide have been developed as bifunctional organocatalysts for the cycloaddition reaction of epoxides and isocyanates to form 3,4‐ and 3,5‐disubstituted oxazolidin‐2‐ones. The molecular structure of these compounds was determined spectroscopically and confirmed by X‐ray diffraction analysis. Imidazolium compounds were screened as catalysts to produce a range of oxazolidinones. The influence of the substituents on the aromatic ring and the counterion of the catalysts on the catalytic activity have been studied, showing that 1,3‐dibutyl‐4‐(5‐fluro‐2‐hydroxyphenyl)‐1H‐imidazolium iodide (4 d) was the most active catalyst for this process in the absence of a cocatalyst.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
(4‐(2‐Hydroxyphenyl) imidazolium Salts as Organocatalysts for Cycloaddition of Isocyanates and Epoxides to Yield Oxazolidin‐2‐ones ; volume:7 ; number:11 ; year:2022 ; extent:6
ChemistrySelect ; 7, Heft 11 (2022) (gesamt 6)

Urheber
Caballero, María P.
Carrascosa, Fernando
de la Cruz‐Martínez, Felipe
Castro‐Osma, José A.
Rodríguez, Ana M.
North, Michael
Lara‐Sánchez, Agustín
Tejeda, Juan

DOI
10.1002/slct.202103977
URN
urn:nbn:de:101:1-2022032514292142169311
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:27 MESZ

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Beteiligte

  • Caballero, María P.
  • Carrascosa, Fernando
  • de la Cruz‐Martínez, Felipe
  • Castro‐Osma, José A.
  • Rodríguez, Ana M.
  • North, Michael
  • Lara‐Sánchez, Agustín
  • Tejeda, Juan

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