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.
Original language | English |
---|---|
Article number | e202103977 |
Journal | ChemistrySelect |
Volume | 7 |
Issue number | 11 |
DOIs | |
Publication status | Published - 16 Mar 2022 |
Bibliographical note
Funding Information:. We gratefully acknowledge the financial support from the Ministerio de Economía y Competitividad (MINECO), Spain (grant nos. CTQ2017‐84131‐R, CTQ2016‐81797‐REDC and RED2018‐102387‐T Programa Redes Consolider)
Funding Information:
We gratefully acknowledge the financial support from the Ministerio de Econom?a y Competitividad (MINECO), Spain (grant nos. CTQ2017-84131-R, CTQ2016-81797-REDC and RED2018-102387-T Programa Redes Consolider).
Publisher Copyright:
© 2022 The Authors. ChemistrySelect published by Wiley-VCH GmbH
Keywords
- Epoxides
- Imidazolium salts
- Organocatalysts
- Oxazolidin-2-ones