Base-Promoted Annulation of Amidoximes with Alkynes: Simple Access to 2,4-Disubstituted Imidazoles

An efficient construction of imidazole ring by a Cs CO -promoted annulation of amidoximes with terminal alkynes in DMSO has been developed. This protocol provides a simple synthetic route with high atom-utilization for the synthesis of 2,4-disubstituted imidazoles in good yields under transition-met...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2020-08, Vol.25 (16), p.3621
Main Authors: Mehmood, Hina, Iqbal, Muhammad Asif, Lu, Le, Hua, Ruimao
Format: Article
Language:English
Subjects:
2,4-disubstituted imidazoles
Alkynes
Alkynes - chemistry
amidoximes
annulation
base-promoted
Catalysis
Chemical reactions
Imidazole
Imidazoles - chemical synthesis
Ligands
Molecular Structure
Nitrogen
Organic chemistry
Oximes - chemistry
Transition metals
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Summary:An efficient construction of imidazole ring by a Cs CO -promoted annulation of amidoximes with terminal alkynes in DMSO has been developed. This protocol provides a simple synthetic route with high atom-utilization for the synthesis of 2,4-disubstituted imidazoles in good yields under transition-metal-free and ligand-free conditions. Internal alkynes can also undergo the annulation to give 2,4,5-trisubstituted imidazoles.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules25163621