Abstract
A convergent, microwave-assisted protocol for the synthesis of disubstituted NH-imidazoles via nucleophilic catalysis is described. The substituted imidazoles are accessed via the intramolecular addition of a variety of amidoxime substrates to activated alkynes followed by a thermally induced rearrangement of the in situ generated O-vinylamidÂ-oxime species. The unprotected imidazoles contain an aryl group at the 2-position as well as an ester moiety at the 4-position.
| Original language | English |
|---|---|
| Pages (from-to) | 797-800 |
| Number of pages | 4 |
| Journal | Synlett |
| Volume | 31 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - 28 May 2020 |
Funding
We gratefully acknowledge the financial support received from the Engineering and Physical Sciences Research Council (EPSRC, postdoctoral associateship for J.J.D. through First-Grant EP/J003298/1), a Pfizer Summer Research Fellowship (A.R.S.), the University of Nottingham (S.N.) and the Royal Society of Chemistry for a Researcher Mobility Grant (D.A.S.). ngineeringandPhysicalSciencesResearchCouncil(EP/J003298/1)Pfizer()UniversityofNottingham()RoyalSocietyofChemistry()
Keywords
- F NMR
- heterocycles
- imidazole
- microwave
- nucleophilic catalysis
- rearrangement
ASJC Scopus subject areas
- Organic Chemistry